KR101177685B1 - Pressure-sensitive adhesive composition for polarizing plate and polarizing plate with pressure-sensitive adhesive layer - Google Patents

Pressure-sensitive adhesive composition for polarizing plate and polarizing plate with pressure-sensitive adhesive layer Download PDF

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KR101177685B1
KR101177685B1 KR1020087008221A KR20087008221A KR101177685B1 KR 101177685 B1 KR101177685 B1 KR 101177685B1 KR 1020087008221 A KR1020087008221 A KR 1020087008221A KR 20087008221 A KR20087008221 A KR 20087008221A KR 101177685 B1 KR101177685 B1 KR 101177685B1
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meth
acrylate
polarizing plate
weight
acid
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KR20080047436A (en
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사다히코 니시나
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소켄 케미칼 앤드 엔지니어링 캄파니, 리미티드
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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
    • C09J133/04—Homopolymers or copolymers of esters
    • C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B27/00—Optical systems or apparatus not provided for by any of the groups G02B1/00 - G02B26/00, G02B30/00
    • G02B27/28—Optical systems or apparatus not provided for by any of the groups G02B1/00 - G02B26/00, G02B30/00 for polarising
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/12—Esters of monohydric alcohols or phenols
    • C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • C08F220/1804—C4-(meth)acrylate, e.g. butyl (meth)acrylate, isobutyl (meth)acrylate or tert-butyl (meth)acrylate
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/62—Polymers of compounds having carbon-to-carbon double bonds
    • C08G18/6216—Polymers of alpha-beta ethylenically unsaturated carboxylic acids or of derivatives thereof
    • C08G18/622—Polymers of esters of alpha-beta ethylenically unsaturated carboxylic acids
    • C08G18/6225—Polymers of esters of acrylic or methacrylic acid
    • C08G18/6229—Polymers of hydroxy groups containing esters of acrylic or methacrylic acid with aliphatic polyalcohols
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
    • C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
    • C08G18/7614—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring
    • C08G18/7628—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring containing at least one isocyanate or isothiocyanate group linked to the aromatic ring by means of an aliphatic group
    • C08G18/7642—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring containing at least one isocyanate or isothiocyanate group linked to the aromatic ring by means of an aliphatic group containing at least two isocyanate or isothiocyanate groups linked to the aromatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate groups, e.g. xylylene diisocyanate or homologues substituted on the aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/80—Masked polyisocyanates
    • C08G18/8003—Masked polyisocyanates masked with compounds having at least two groups containing active hydrogen
    • C08G18/8006—Masked polyisocyanates masked with compounds having at least two groups containing active hydrogen with compounds of C08G18/32
    • C08G18/8009—Masked polyisocyanates masked with compounds having at least two groups containing active hydrogen with compounds of C08G18/32 with compounds of C08G18/3203
    • C08G18/8022—Masked polyisocyanates masked with compounds having at least two groups containing active hydrogen with compounds of C08G18/32 with compounds of C08G18/3203 with polyols having at least three hydroxy groups
    • C08G18/8029—Masked aromatic polyisocyanates
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/29—Compounds containing one or more carbon-to-nitrogen double bonds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/34—Heterocyclic compounds having nitrogen in the ring
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
    • C09J11/02—Non-macromolecular additives
    • C09J11/06—Non-macromolecular additives organic
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
    • C09J133/04—Homopolymers or copolymers of esters
    • C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C09J133/08—Homopolymers or copolymers of acrylic acid esters
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
    • C09J175/04—Polyurethanes
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/26—Esters containing oxygen in addition to the carboxy oxygen
    • C08F220/28—Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety
    • C08F220/281—Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety and containing only one oxygen, e.g. furfuryl (meth)acrylate or 2-methoxyethyl (meth)acrylate
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2170/00—Compositions for adhesives
    • C08G2170/40—Compositions for pressure-sensitive adhesives
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/17—Amines; Quaternary ammonium compounds
    • C08K5/19—Quaternary ammonium compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • C08L33/04—Homopolymers or copolymers of esters
    • C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
    • C08L33/062—Copolymers with monomers not covered by C08L33/06
    • C08L33/064—Copolymers with monomers not covered by C08L33/06 containing anhydride, COOH or COOM groups, with M being metal or onium-cation
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2323/00—Functional layers of liquid crystal optical display excluding electroactive liquid crystal layer characterised by chemical composition
    • C09K2323/03—Viewing layer characterised by chemical composition
    • C09K2323/031—Polarizer or dye
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods
    • G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
    • G02F1/133528—Polarisers
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F2202/00—Materials and properties
    • G02F2202/28—Adhesive materials or arrangements

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  • Health & Medical Sciences (AREA)
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  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Polarising Elements (AREA)
  • Adhesive Tapes (AREA)

Abstract

본 발명의 편광판용 점착제 조성물은, (A) 특정한 (메타)아크릴계 폴리머와 (B) 이온성 액체와 (C)이소시아네이트계 가교제를 각각 특정량으로 함유하여 이루어지며, 상기 편광판용 점착제 조성물로부터 얻어진 점착제층을 편광판의 한쪽 면에 형성한 경우에는 상기 점착제층이 적당히 가소화됨과 아울러 피착체에 대한 점착제층의 친화성이 향상되어, 대형의 편광판을 액정 셀에 겹쳐 맞붙일 때 현저한 편광판의 자중에 의한 휨에 기인하는 벗겨짐이나 들뜸을 해소할 수 있는 데다가, 점착제층이 액정 셀 기판인 유리 표면의 미세한 요철을 추종하기 때문에 고온 및 습열 환경 하에서도 액정 셀로부터의 편광판의 벗겨짐이나 들뜸을 확실하게 방지할 수 있고, 액정 셀과의 밀착성도 뛰어나다.The adhesive composition for polarizing plates of this invention contains (A) specific (meth) acrylic-type polymer, (B) ionic liquid, and (C) isocyanate type crosslinking agent, respectively, in specific amount, and is obtained from the said adhesive composition for polarizing plates When the layer is formed on one side of the polarizing plate, the pressure-sensitive adhesive layer is appropriately plasticized, and the affinity of the pressure-sensitive adhesive layer with respect to the adherend is improved, and when the large polarizing plate is superposed on the liquid crystal cell, Since peeling and lifting due to warping can be eliminated, and the pressure-sensitive adhesive layer tracks minute unevenness of the glass surface, which is a liquid crystal cell substrate, it is possible to reliably prevent peeling or lifting of the polarizing plate from the liquid crystal cell even in a high temperature and wet heat environment. It is excellent in adhesiveness with a liquid crystal cell.

편광판, 벗겨짐, 들뜸, 점착제, 이소시아네이트, 가교제, 액정 셀.Polarizing plate, peeling off, floating, adhesive, isocyanate, crosslinking agent, liquid crystal cell.

Description

편광판용 점착제 조성물 및 점착제층을 구비한 편광판{PRESSURE-SENSITIVE ADHESIVE COMPOSITION FOR POLARIZING PLATE AND POLARIZING PLATE WITH PRESSURE-SENSITIVE ADHESIVE LAYER} PRESSURE-SENSITIVE ADHESIVE COMPOSITION FOR POLARIZING PLATE AND POLARIZING PLATE WITH PRESSURE-SENSITIVE ADHESIVE LAYER}

본 발명은 편광판용 점착제 조성물 및 상기 점착제 조성물로부터 얻어진 점착제층을 갖는 점착제층을 구비한 편광판에 관한 것이다. This invention relates to the polarizing plate provided with the adhesive composition for polarizing plate and the adhesive layer which has the adhesive layer obtained from the said adhesive composition.

보다 상세하게는, 본 발명은 액정 표시 장치의 제조, 특히 대형의 액정 표시 장치의 제조에 적합하게 사용되는 편광판용 점착제 조성물 및 점착제층을 구비한 편광판에 관한 것이다. More specifically, this invention relates to the polarizing plate provided with the adhesive composition for polarizing plates and adhesive layer used suitably for manufacture of a liquid crystal display device, especially the manufacture of a large size liquid crystal display device.

액정 표시 장치의 제조 공정 중 액정 셀에 편광판을 붙이는 공정에서는, 편광판의 붙임은 점착제층을 구비한 편광판의 단부(端部)를 액정 셀에 붙인 후, 라미네이터를 이용하여 편광판 전체를 액정 셀에 붙임으로써 행해지고 있다. In the process of attaching a polarizing plate to the liquid crystal cell during the manufacturing process of the liquid crystal display device, the pasting of the polarizing plate attaches the end portion of the polarizing plate having the pressure-sensitive adhesive layer to the liquid crystal cell, and then attaches the entire polarizing plate to the liquid crystal cell using a laminator. It is done by.

그러나, 이러한 방법으로 편광판을 액정 셀에 붙이면, 붙임시에 편광판의 자중에 의해 점착제층에 휨(내부 응력)이 발생한다. 그리고, 붙임 완료 직후에는 외관상의 변화가 없어도, 고온 또는 습열 환경 하에서 사용된 경우에 점착제층의 휨에 기인하는 편광판의 벗겨짐이나 들뜸이 발생한다는 문제가 있었다. 특히 이 문제는 모니터, 개인용 컴퓨터의 디스플레이, 텔레비전 등에 자주 사용되는 14인치 이상의 대형의 액정 셀에 붙이기 위한 대형의 편광판(예컨대 액정 셀과의 접착 면적이 300mm×380mm 이상인 편광판)에 있어서 현저하였다. However, when a polarizing plate is stuck to a liquid crystal cell by such a method, curvature (internal stress) arises in an adhesive layer by the self-weight of a polarizing plate at the time of sticking. And even after completion | finish of pasting, there existed a problem that peeling and lifting of the polarizing plate resulting from curvature of an adhesive layer generate | occur | produce, when it is used in a high temperature or wet heat environment, even if there is no change in appearance. In particular, this problem was remarkable in large polarizing plates (e.g., polarizing plates having a bonding area of 300 mm x 380 mm or more) for sticking to large liquid crystal cells of 14 inches or larger which are often used in monitors, personal computer displays, televisions, and the like.

또한 이러한 편광판의 접착 불량의 다른 요인으로서 액정 셀 기판인 유리와 편광판에 형성된 점착제층과의 친화성(젖음성)의 나쁨도 들 수 있다. Moreover, as another factor of the adhesion defect of such a polarizing plate, the bad of affinity (wetting) between the glass which is a liquid crystal cell substrate, and the adhesive layer formed in the polarizing plate is also mentioned.

이에 대하여 특허 문헌 1에는 고온 고습 환경 하에서의 편광판 자체의 수축이라는 치수 변화에 따라 발생하는 편광판의 수축 응력을 점착제층으로 흡수 및 완화시키는 것을 목적으로 하여, 프탈산 에스테르 등의 가소제를 배합한 점착제 조성물로부터 얻어진 점착제층을 갖는 점착 시트가 개발된 것이 기재되어 있다. 그러나, 특허 문헌 1에서는 대형의 편광판을 붙인 경우에 현저한, 편광판의 자중에 의한 점착제층의 휨의 영향에 대해서는 전혀 검토되어 있지 않으며, 본 발명자의 검토에 따르면 그 효과는 충분하다고 하기 어렵다(본 명세서의 비교예 4 참조). In contrast, Patent Document 1 discloses a pressure-sensitive adhesive composition obtained by blending plasticizers such as phthalic esters for the purpose of absorbing and alleviating the shrinkage stress of a polarizing plate generated by a dimensional change called shrinkage of the polarizing plate itself under a high temperature and high humidity environment. It is described that an adhesive sheet having an adhesive layer has been developed. However, in Patent Document 1, the influence of the warpage of the pressure-sensitive adhesive layer due to the weight of the polarizing plate, which is remarkable when a large polarizing plate is attached, is not examined at all, and according to the present inventor's examination, the effect is not sufficient (this specification) See Comparative Example 4).

그런데, 최근 상온에서 액체인 유기 용해염, 소위 이온성 액체가 개발되어, 수지와의 상용성의 양호함이나 이온 전도도의 높음(도전성의 양호함) 등에 착안하여 대전 방지제로서 각종 수지 조성물에 배합되고 있다(특허 문헌 2～8). By the way, in recent years, the organic soluble salt which is liquid at normal temperature, what is called an ionic liquid, was developed, and it is mix | blended with various resin compositions as an antistatic agent, paying attention to the good compatibility with resin, the high ionic conductivity (good conductivity), etc. (Patent Documents 2 to 8).

예컨대 특허 문헌 8에는 이온성 액체를 대전 방지제로 하여 5중량% 이상 배합한 아크릴계 점착제 조성물이 기재되어 있다. 그러나, 상기 아크릴계 점착제 조성물의 접착력(24시간 정치후의 180°뜯어벗김 접착력)은 25N/dm 이상(637g/25mm)이며, 편광판의 붙임 공정시에 요구되는 재박리성(붙임에 실패한 경우에 액정 셀에 잔류물을 남기거나 손상을 주거나 하지 않고 점착제층째로 편광판을 벗길 수 있는 것)을 고려하면 바람직하지 않다. For example, Patent Document 8 describes an acrylic pressure-sensitive adhesive composition containing 5% by weight or more of an ionic liquid as an antistatic agent. However, the adhesive force of the acrylic pressure-sensitive adhesive composition (180 ° peeling strength after standing for 24 hours) is 25 N / dm or more (637 g / 25 mm), and re-peelability required in the pasting process of the polarizing plate (in the case of unsuccessful pasting, the liquid crystal cell The polarizing plate can be peeled off from the pressure-sensitive adhesive layer without leaving or damaging residues.

게다가, 상기 특허 문헌 2～8에서는 상기한 점착제층의 휨에 기인하는 문제에 관한 검토는 전혀 이루어지지 않았다. Moreover, in the said patent documents 2-8, the examination regarding the problem resulting from the curvature of said adhesive layer was not made at all.

특허 문헌 1: 일본 특허 제3272921호 공보Patent Document 1: Japanese Patent No. 3232721

특허 문헌 2: 일본 특허 공개 2004-67543호 공보Patent Document 2: Japanese Patent Application Laid-Open No. 2004-67543

특허 문헌 3: 일본 특허 공개 2004-256461호 공보Patent Document 3: Japanese Patent Laid-Open No. 2004-256461

특허 문헌 4: 일본 특허 공개 2004-256462호 공보Patent Document 4: Japanese Patent Application Laid-Open No. 2004-256462

특허 문헌 5: 일본 특허 공개 평 10-265673호 공보Patent Document 5: Japanese Patent Laid-Open No. 10-265673

특허 문헌 6: 일본 특허 공개 2004-217931호 공보Patent Document 6: Japanese Patent Application Laid-Open No. 2004-217931

특허 문헌 7: 일본 특허 공개 2004-114665호 공보Patent Document 7: Japanese Patent Application Laid-Open No. 2004-114665

특허 문헌 8: 일본 특허 공표 2004-536940호 공보Patent Document 8: Japanese Patent Publication No. 2004-536940

(발명이 해결하고자 하는 과제)(Problems to be Solved by the Invention)

본 발명은 액정 셀에 대형의 편광판을 붙였을 때 현저한 접착 불량, 특히 고온 및 습열 환경 하에서의 편광판의 벗겨짐이나 들뜸을 방지할 수 있는 편광판용 점착제 조성물 및 상기 점착제 조성물로부터 얻어진 점착제층을 갖는 점착제층을 구비한 편광판을 제공하는 것을 과제로 한다. The present invention is provided with a pressure-sensitive adhesive layer having a pressure-sensitive adhesive layer obtained from the pressure-sensitive adhesive composition obtained from the pressure-sensitive adhesive composition and a pressure-sensitive adhesive layer obtained from the pressure-sensitive adhesive composition when the large polarizing plate is attached to the liquid crystal cell, particularly peeling off or lifting of the polarizing plate under high temperature and wet heat environment. Let it be a subject to provide one polarizing plate.

(과제를 해결하기 위한 수단)(MEANS FOR SOLVING THE PROBLEMS)

본 발명자는 상기 과제를 해결하기 위하여 예의 검토한 결과, 상온에서 액체인 유기 용융염(이하, 이온성 액체라고도 함.)과 특정한 (메타)아크릴계 폴리머와 이소시아네이트계 가교제를 특정량으로 함유하여 된 점착제 조성물로부터 얻어지는 점착제층에서는 이온성 액체에 의해 점착제층의 적당한 가소화와 피착체에 대한 친화성의 향상이 일어나 편광판의 붙임시에 발생하는 자중에 의한 휨을 완화하여 휨에 기인하는 경시에 의한 벗겨짐이나 들뜸을 억제할 수 있는 것, 또한 액정 셀 기판(피착체)인 유리 표면의 미세한 요철을 점착제층이 추종함으로써 고온 및 습열 환경 하에서도 편광판의 벗겨짐이나 들뜸을 방지할 수 있는 것을 알아내고 본 발명을 완성하기에 이르렀다.MEANS TO SOLVE THE PROBLEM As a result of earnestly examining in order to solve the said subject, the adhesive which contained the organic molten salt (henceforth an ionic liquid) which is a liquid at room temperature, a specific (meth) acrylic-type polymer, and an isocyanate-type crosslinking agent in a specific amount was carried out. In the pressure-sensitive adhesive layer obtained from the composition, moderate plasticization of the pressure-sensitive adhesive layer and improvement of affinity for the adherend are caused by the ionic liquid, thereby reducing warpage caused by self-weight generated when the polarizing plate is pasted, and peeling or lifting due to warpage caused by warpage. The present invention is completed by finding that the pressure-sensitive adhesive layer follows the fine unevenness of the glass surface, which is a liquid crystal cell substrate (adhered body), to prevent peeling and lifting of the polarizing plate even in a high temperature and wet heat environment. It came to the following.

즉, 본 발명은 이하의 사항에 관한 것이다. That is, this invention relates to the following matters.

본 발명에 따른 편광판용 점착제 조성물은, The adhesive composition for polarizing plates which concerns on this invention,

(A) 적어도, (a1) 수산기 함유 모노머와, (a2) 카르복실기, 아미노기, 아미드기 중 적어도 하나를 함유하는 모노머와, (a3) 상기 (a1) 및 (a2) 이외의 치환 및/또는 무치환의 알킬(메타)아크릴레이트를 공중합하여 얻어진 중량 평균 분자량 100만 이상의 (메타)아크릴계 폴리머(단, (a2) 모노머의 주입량은 전체 모노머량의 0.5중량% 이하임) 100중량부에 대하여, (A) at least (a1) hydroxyl-containing monomer, (a2) monomer containing at least one of carboxyl group, amino group, and amide group, and (a3) substituted and / or unsubstituted other than (a1) and (a2). To 100 parts by weight of a (meth) acrylic polymer having a weight average molecular weight of 1 million or more obtained by copolymerizing an alkyl (meth) acrylate (wherein the (a2) monomer injection amount is 0.5% by weight or less of the total monomer amount),

(B) 상온에서 액체인 유기 용해염을 0.1～8중량부의 양으로, (B) 0.1 to 8 parts by weight of the organic dissolved salt as a liquid at room temperature,

(C) 이소시아네이트계 가교제를 0.03～1중량부의 양으로 (C) Isocyanate type crosslinking agent in the quantity of 0.03-1 weight part

함유하여 된 것을 특징으로 한다. It is characterized by containing.

상기 (B) 상온에서 액체인 유기 용해염은 4차 질소 원자를 함유하는 탄소수 6～50의 양이온과 불소 원자 함유 음이온으로 이루어지는 오늄염인 것이 바람직하다. It is preferable that the said organic dissolution salt which is liquid at normal temperature (B) is an onium salt which consists of a C6-C50 cation containing a quaternary nitrogen atom, and a fluorine atom containing anion.

또한, 상기 4차 질소 원자를 함유하는 탄소수 6～50의 양이온은 4차 암모늄 양이온, 이미다졸륨 양이온, 피롤리디늄 양이온, 피리디늄 양이온, 피페리디늄 양이온으로부터 선택되고, In addition, the C6-C50 cation containing the said quaternary nitrogen atom is selected from quaternary ammonium cation, imidazolium cation, pyrrolidinium cation, pyridinium cation, and piperidinium cation,

상기 불소 원자 함유 음이온은 비스(트리플루오로메틸술포닐)이미데이트 이온, 트리플루오로메탄술포네이트 이온, 테트라플루오로보레이트 이온, 또는 헥사플루오로포스페이트 이온인 것이 보다 바람직하다. As for the said fluorine atom containing anion, it is more preferable that it is bis (trifluoromethylsulfonyl) imidate ion, trifluoromethanesulfonate ion, tetrafluoro borate ion, or hexafluoro phosphate ion.

더욱이 본 발명에서는, 상기 (a1) 모노머는 히드록시알킬(메타)아크릴레이트이고, 상기 (a3) 모노머가 알킬(메타)아크릴레이트이거나, 알킬(메타)아크릴레이트와 알콕시알킬(메타)아크릴레이트와의 조합이거나, 알킬(메타)아크릴레이트와 아릴옥시알킬(메타)아크릴레이트와의 조합이거나, 또는 알킬(메타)아크릴레이트와 아릴알킬(메타)아크릴레이트와의 조합이고, (a2) 모노머의 주입량이 0.2중량% 이하인 것이 바람직하다. Furthermore, in the present invention, the monomer (a1) is hydroxyalkyl (meth) acrylate, and the monomer (a3) is alkyl (meth) acrylate, or alkyl (meth) acrylate and alkoxyalkyl (meth) acrylate. Or a combination of an alkyl (meth) acrylate and an aryloxyalkyl (meth) acrylate, or a combination of an alkyl (meth) acrylate and an arylalkyl (meth) acrylate, and the (a2) monomer injection amount It is preferable that it is 0.2 weight% or less.

또한, 상기 알킬(메타)아크릴레이트는 n-부틸아크릴레이트를 함유하여 이루어지고, 상기 (메타)아크릴계 폴리머 (A)의 합성시의 상기 n-부틸아크릴레이트의 주입량은 전체 모노머량의 70중량% 이상을 차지하는 것이 바람직하다. In addition, the said alkyl (meth) acrylate contains n-butylacrylate, and the injection amount of the said n-butylacrylate at the time of the synthesis | combination of the said (meth) acrylic-type polymer (A) is 70 weight% of the total monomer amount. It is preferable to occupy the above.

또한, 본 발명에 따른 점착체층을 구비한 편광판은, 편광판의 한쪽 면에 상기 편광판용 점착제 조성물로부터 얻어진 점착제층을 가져서 된 것을 특징으로 한다. Moreover, the polarizing plate provided with the adhesive layer which concerns on this invention had the adhesive layer obtained from the adhesive composition for polarizing plates on one side of the polarizing plate, It is characterized by the above-mentioned.

(발명의 효과)(Effects of the Invention)

본 발명에 따르면, 편광판의 한쪽 면에 형성된 점착제층에 있어서, 점착제층의 적당한 가소화와 친화성의 향상이 일어나, 대형의 편광판에서 현저한, 붙임시의 편광판의 자중에 의한 휨을 완화하여, 휨에 기인하는 경시에 의한 벗겨짐이나 들뜸을 해소할 수 있는 데다가, 점착제층이 액정 셀 기판인 유리 표면의 미세한 요철을 추종함으로써 고온 및 습열 환경 하에서도 액정 셀로부터의 편광판의 벗겨짐이나 들뜸을 확실하게 방지할 수 있다. According to the present invention, in the pressure-sensitive adhesive layer formed on one side of the polarizing plate, moderate plasticization and improvement of affinity of the pressure-sensitive adhesive layer occur, and the warpage caused by self-weight of the polarizing plate at the time of sticking, which is remarkable in the large polarizing plate, is alleviated, resulting in warpage. It is possible to eliminate the peeling and lifting due to the lapse of time, and the adhesive layer follows the minute unevenness of the glass surface of the liquid crystal cell substrate, so that peeling or lifting of the polarizing plate from the liquid crystal cell can be reliably prevented even under high temperature and wet heat environments. have.

또한 본 발명의 점착제층을 구비한 편광판은 180° 인장 박리 강도가 통상 400～600g/25mm의 범위에 있어 경시에 의한 벗겨짐이나 들뜸을 발생시키지 않는 밀착성과 재박리성이라는 상반되는 요구를 동시에 만족시킨다. Moreover, the polarizing plate provided with the adhesive layer of this invention satisfy | fills the opposing requirements of adhesiveness and re-peelability which do not produce peeling or lifting over time at 180 degree tensile peeling strength in the range of 400-600 g / 25mm normally. .

(발명을 실시하기 위한 최선의 형태)(Best Mode for Carrying Out the Invention)

이하, 본 발명에 대하여 구체적으로 설명한다. EMBODIMENT OF THE INVENTION Hereinafter, this invention is demonstrated concretely.

본 발명의 편광판용 점착제 조성물은, 적어도, (A) 특정한 (메타)아크릴계 폴리머와 (B) 이온성 액체와 (C) 이소시아네이트계 가교제를 각각 특정량으로 함유하여 된다. The adhesive composition for polarizing plates of this invention contains (A) specific (meth) acrylic-type polymer, (B) ionic liquid, and (C) isocyanate type crosslinking agent at least in specific amount, respectively.

먼저, (A)～(C)의 각 성분에 대하여 설명하고, 그 후 편광판용 점착제 조성물의 조제 및 상기 점착제 조성물로부터 얻어진 점착제층을 구비한 편광판에 대하여 순서대로 설명한다. First, each component of (A)-(C) is demonstrated, and the polarizing plate provided with the adhesive layer obtained from preparation of the adhesive composition for polarizing plates, and the said adhesive composition after that is demonstrated in order.

<(A) (메타)아크릴계 폴리머><(A) (meth) acrylic polymer>

본 발명에 사용할 수 있는 (메타)아크릴계 폴리머는, 적어도, (a1) 수산기 함유 모노머와, (a2) 카르복실기, 아미노기, 아미드기 중 적어도 하나를 함유하는 모노머와, (a3) 상기 (a1) 및 (a2) 이외의 치환 및/또는 무치환의 알킬(메타)아크릴레이트를 공중합하여 얻을 수 있으며(단, (a2) 모노머의 주입량은 전체 모노머량의 0.5중량% 이하임), 그 중량 평균 분자량은 통상 100만 이상, 바람직하게는 130만～180만이다. 즉, 상기 (메타)아크릴계 폴리머는, (a1) 및 (a2) 모노머를 필수 원료로 하며, 또한 필요에 따라 임의 원료로서의 (a2) 모노머나 후술하는 (a4) 모노머를 이용하여 이들을 특정량으로 공중합하여 얻을 수 있다.The (meth) acrylic polymer that can be used in the present invention includes, at least, a monomer containing at least one of (a1) a hydroxyl group-containing monomer, (a2) a carboxyl group, an amino group and an amide group, (a3) the above (a1) and ( It can be obtained by copolymerizing substituted and / or unsubstituted alkyl (meth) acrylates other than a2) (wherein (a2) the amount of monomer injected is 0.5% by weight or less of the total monomer), and the weight average molecular weight is usually It is 1 million or more, Preferably it is 1.3 million-1.8 million. That is, the said (meth) acrylic-type polymer makes (a1) and (a2) monomers an essential raw material, and if necessary, copolymerizes them in specific amount using the (a2) monomer as an arbitrary raw material or the (a4) monomer mentioned later as needed. Can be obtained.

상기 폴리머의 중량 평균 분자량이 100만 이상, 바람직하게는 상기 범위 내에 있으면, 편광판용 점착제 조성물을 얻어 상기 점착제 조성물로부터 점착제층을 얻은 경우에, 상기 점착제층의 응집력이 향상되고, 고온 및 습열 환경 하에서도 내구성을 유지할 수 있는 한편, 후술하는 이온성 액체의 배합에 의한 점착제층의 가소화 및 친화성 향상의 효과도 적합하게 발휘된다. 그 결과, 고온 및 습열 환경 하에서도 점착제층의 발포 및 벗겨짐을 방지할 수 있다. If the weight average molecular weight of the said polymer is 1 million or more, Preferably it is in the said range, In the case where the adhesive composition for polarizing plates is obtained and the adhesive layer is obtained from the said adhesive composition, the cohesion force of the said adhesive layer improves and under high temperature and wet heat environments, While durability can be maintained, the effect of plasticization and affinity improvement of the adhesive layer by mix | blending the ionic liquid mentioned later is also exhibited suitably. As a result, foaming and peeling of the pressure-sensitive adhesive layer can be prevented even under high temperature and wet heat environments.

또한, 본 명세서 중 중량 평균 분자량은 겔 침투 크로마토그래피(GPC)에 의해 폴리스티렌 환산으로 구해진다. In addition, in this specification, a weight average molecular weight is calculated | required in polystyrene conversion by gel permeation chromatography (GPC).

상기 (메타)아크릴계 폴리머는 공지의 방법으로 상기 모노머를 공중합함으로써 제조할 수 있고, 특별히 한정되지 않으나, 예컨대 후술하는 모노머를 반응 용매에 투입하여 반응계 내의 공기를 질소 가스 등의 불활성 가스로 치환한 후, 필요에 따라 반응 개시제의 존재 하에서 가열 교반하여 중합 반응시킴으로써 제조할 수 있다. The (meth) acrylic polymer may be prepared by copolymerizing the monomer by a known method, and is not particularly limited. For example, a monomer described later may be added to a reaction solvent to replace air in the reaction system with an inert gas such as nitrogen gas. In the presence of a reaction initiator, it can manufacture by heat-stirring and carrying out a polymerization reaction as needed.

여기서 사용되는 반응 용매로는 유기 용매가 사용되며, 구체적으로는 톨루엔 및 자일렌 등의 방향족 탄화수소류, n-헥산 등의 지방족 탄화수소류, 아세트산 에틸 및 아세트산 부틸 등의 에스테르류, n-프로필알코올 및 이소프로필알코올 등의 지방족 알코올류, 메틸에틸케톤, 메틸이소부틸케톤 및 시클로헥산온 등의 케톤류를 들 수 있다. As the reaction solvent used herein, an organic solvent is used, specifically, aromatic hydrocarbons such as toluene and xylene, aliphatic hydrocarbons such as n-hexane, esters such as ethyl acetate and butyl acetate, n-propyl alcohol and Aliphatic alcohols, such as isopropyl alcohol, Ketones, such as methyl ethyl ketone, methyl isobutyl ketone, and cyclohexanone, are mentioned.

또한 반응 개시제를 사용하는 경우에는, 반응 개시제로서 예컨대 아조비스이소부티로니트릴, 벤조일퍼옥사이드, 디-tert-부틸퍼옥사이드 및 쿠멘하이드로퍼옥사이드 등을 사용할 수 있다. In the case of using a reaction initiator, for example, azobisisobutyronitrile, benzoyl peroxide, di-tert-butyl peroxide, cumene hydroperoxide and the like can be used.

상기한 중합 반응의 반응 온도는 통상은 50～90℃, 반응 시간은 통상은 2～20시간, 바람직하게는 4～12시간이다. 또한 반응 용매는 모노머의 합계량 100중량부에 대하여 50～300중량부의 양으로 사용되며, 반응 개시제는 통상은 0.01～10중량부의 양으로 사용된다. The reaction temperature of said polymerization reaction is 50-90 degreeC normally, and reaction time is 2 to 20 hours normally, Preferably it is 4 to 12 hours. The reaction solvent is used in an amount of 50 to 300 parts by weight based on 100 parts by weight of the total amount of monomers, and the reaction initiator is usually used in an amount of 0.01 to 10 parts by weight.

상기한 중합 반응에 있어서, 각 모노머는 얻고자 하는 (메타)아크릴계 폴리머 내의 각 반복 단위의 양에 대응하여 배합할 수 있는데, 구체적으로는 후술하는 특정량으로 사용되는 것이 바람직하다. In the above-described polymerization reaction, each monomer may be blended in correspondence with the amount of each repeating unit in the (meth) acrylic polymer to be obtained, and it is preferable to use the specific amount to be described later.

《(a1) 수산기 함유 모노머》<< (a1) hydroxyl-containing monomer >>

상기 (메타)아크릴계 폴리머의 합성에 사용 가능한 수산기 함유 모노머로는 구체적으로는, 2-히드록시에틸(메타)아크릴레이트, 2-히드록시프로필(메타)아크릴레이트, 4-히드록시부틸(메타)아크릴레이트 등의 탄소수 2～18, 바람직하게는 탄소수 2～12의 히드록시알킬기를 갖는 히드록시알킬(메타)아크릴레이트;클로로-2-히드록시프로필(메타)아크릴레이트 등의 탄소수 2～18, 바람직하게는 탄소수 2～12의 할로겐화 히드록시알킬기를 갖는 할로겐화 히드록시알킬(메타)아크릴레이트; 및 알릴알코올 등을 들 수 있다. 이들은 1종 단독으로도 2종 이상 조합하여 사용할 수도 있다. Specifically as a hydroxyl-containing monomer which can be used for the synthesis | combination of the said (meth) acrylic-type polymer, 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 4-hydroxybutyl (meth) C2-C18, such as hydroxyalkyl (meth) acrylate which has a C2-C18, preferably C2-C12 hydroxyalkyl group, such as acrylate; chloro-2-hydroxypropyl (meth) acrylate, Preferably halogenated hydroxyalkyl (meth) acrylate which has a C2-C12 halogenated hydroxyalkyl group; And allyl alcohol. These can also be used individually by 1 type or in combination of 2 or more types.

이들 중에서는 상기 히드록시알킬(메타)아크릴레이트가 바람직하며, 그 중에서도 2-히드록시에틸(메타)아크릴레이트, 4-히드록시부틸(메타)아크릴레이트가 보다 바람직하다. In these, the said hydroxyalkyl (meth) acrylate is preferable, and 2-hydroxyethyl (meth) acrylate and 4-hydroxybutyl (meth) acrylate are more preferable especially.

이들 수산기 함유 모노머는 공중합에 사용하는 전체 모노머의 합계량을 100중량%라 하였을 때 통상 0.3～5중량%, 바람직하게는 1～3중량%의 양으로 상기 (메타)아크릴계 폴리머를 얻기 위한 공중합에 제공된다. 상기 범위 내의 양으로 수산기 함유 모노머를 사용하면, 얻어진 (메타)아크릴계 폴리머가 후술하는 (C)이소시아네이트계 가교제와 반응하여 3차원 가교 구조를 형성하였을 때 적합한 응집력을 발현하여 고온 및 습열 환경 하에 있어서 발포를 억제할 수 있고, 나아가 후술하는 (B) 이온성 액체의 배합에 의한 점착제층의 가소화 및 친화성 향상의 효과를 저해하지 않는다. These hydroxyl group-containing monomers are generally used in the copolymerization to obtain the (meth) acrylic polymer in an amount of 0.3 to 5% by weight, preferably 1 to 3% by weight when the total amount of all monomers used for copolymerization is 100% by weight. do. When the hydroxyl group-containing monomer is used in an amount within the above range, the resulting (meth) acrylic polymer reacts with the (C) isocyanate-based crosslinking agent described later to form a three-dimensional crosslinked structure, thereby exhibiting appropriate cohesive force and foaming under high temperature and wet heat environments. Can be suppressed, and further, the effect of plasticizing and improving affinity of the pressure-sensitive adhesive layer by blending the ionic liquid (B) described later is not impaired.

또한, 본 명세서에서는 수산기와 함께, 카르복실기, 아미노기, 아미드기를 갖는 화합물은 (a1) 성분이 아니라 후술하는 (a2) 성분으로서 분류된다. In addition, in this specification, the compound which has a carboxyl group, an amino group, and an amide group with a hydroxyl group is classified as (a2) component mentioned later instead of (a1) component.

《(a2) 카르복실기, 아미노기, 아미드기 중 적어도 하나를 함유하는 모노머》<< (a2) Monomer containing at least one of a carboxyl group, an amino group, and an amide group >>

상기 (메타)아크릴계 폴리머의 합성에 사용 가능한, 카르복실기, 아미노기, 아미드기 중 적어도 하나를 함유하는 모노머로서, 구체적으로는, As a monomer containing at least one of a carboxyl group, an amino group, and an amide group which can be used for the synthesis | combination of the said (meth) acrylic-type polymer, Specifically,

(메타)아크릴산, β-카르복시에틸아크릴레이트, 크로톤산, α-메틸크로톤산, α-에틸크로톤산, 이소크로톤산, 티글산 및 안젤산 등의 불포화 모노카르복실산; 푸마르산, 이타콘산, 말레산, 시트라콘산, 메사콘산, 글루타콘산 및 히드로무콘산 등의 불포화 디카르복실산; 등의 불포화 카르복실산으로 대표되는 카르복실기 함유 모노머, Unsaturated monocarboxylic acids such as (meth) acrylic acid, β-carboxyethyl acrylate, crotonic acid, α-methylcrotonic acid, α-ethylcrotonic acid, isocrotonic acid, tiglic acid and angelic acid; Unsaturated dicarboxylic acids such as fumaric acid, itaconic acid, maleic acid, citraconic acid, mesaconic acid, glutaconic acid and hydromuconic acid; Carboxyl group-containing monomer represented by unsaturated carboxylic acid, such as these,

디메틸아미노에틸(메타)아크릴레이트, 디에틸아미노에틸(메타)아크릴레이트 등의 아미노기 함유 모노머, Amino group-containing monomers such as dimethylaminoethyl (meth) acrylate and diethylaminoethyl (meth) acrylate;

(메타)아크릴아미드, 디메틸(메타)아크릴아미드, 디에틸(메타)아크릴아미드 등의 아미드기 함유 모노머, Amide group containing monomers, such as (meth) acrylamide, dimethyl (meth) acrylamide, and diethyl (meth) acrylamide,

디메틸아미노프로필(메타)아크릴아미드 등의 카르복실기, 아미노기, 아미드기 중 복수 개를 조합하여 함유하는 모노머를 들 수 있다. And monomers containing a combination of a plurality of carboxyl groups such as dimethylaminopropyl (meth) acrylamide, an amino group, and an amide group.

이들 모노머는 1종 단독으로 또는 2종 이상을 조합하여 사용할 수 있다. These monomers can be used individually by 1 type or in combination of 2 or more types.

이들 카르복실기, 아미노기, 아미드기 중 적어도 하나를 함유하는 모노머는, (a1) 성분 및 (a3) 성분, 또한 필요에 따라 사용되는 (a4) 성분과 함께 필요에 따라, 상기 (메타)아크릴계 폴리머를 얻기 위한 공중합에 제공될 수도 있다. 구체적으로는, 공중합에 사용하는 전체 모노머의 합계량을 100중량%라 하였을 때, 통상 0.5중량% 이하(0～0.5중량%)의 양으로 사용할 수도 있으나, 0.2중량% 이하(0～0.2중량%)의 양이 바람직하며, 사용하지 않는 것(0중량%)이 보다 바람직하다. 상기 상한값을 초과하여 사용하면, 이온성 액체를 배합하였을 때의 점착제층의 가소화 및 친화성 향상의 효과가 저해될 우려가 있다. 즉, 상기 (a3) 성분이 상기 상한값을 초과하여 공중합되면, 이온성 액체를 배합한 경우에 이온성 액체의 분포가 불균일해져 가소화 및 친화성 향상의 효과를 없애 버릴 가능성이 있다. The monomer containing at least one of these carboxyl groups, amino groups, and amide groups obtains the (meth) acrylic polymer as necessary together with the component (a1) and the component (a3), and the component (a4) used as necessary. May be provided for copolymerization. Specifically, when the total amount of all monomers used for copolymerization is 100% by weight, it may be usually used in an amount of 0.5% by weight or less (0 to 0.5% by weight), but 0.2% by weight or less (0 to 0.2% by weight) The amount of is preferable, and it is more preferable not to use (0 weight%). If it exceeds the said upper limit, there exists a possibility that the effect of plasticization and affinity improvement of the adhesive layer at the time of mix | blending an ionic liquid may be impaired. That is, when the said (a3) component copolymerizes more than the said upper limit, when an ionic liquid is mix | blended, there exists a possibility that distribution of an ionic liquid may become nonuniform and the effect of plasticization and affinity improvement will be eliminated.

《(a3) 치환 및/또는 무치환의 알킬(메타)아크릴레이트》<< (a3) substituted and / or unsubstituted alkyl (meth) acrylate >>

상기 (메타)아크릴계 폴리머의 합성에 사용 가능한 상기 (a1) 및 (a2) 이외의 치환 및/또는 무치환의 알킬(메타)아크릴레이트 (a3)으로서 구체적으로는, 메틸(메타)아크릴레이트, 에틸(메타)아크릴레이트, n-프로필(메타)아크릴레이트, 이소프로필(메타)아크릴레이트, n-부틸(메타)아크릴레이트, 이소부틸(메타)아크릴레이트, 2-에틸헥실(메타)아크릴레이트, n-옥틸(메타)아크릴레이트, 이소옥틸(메타)아크릴레이트, 라우릴(메타)아크릴레이트, 스테아릴(메타)아크릴레이트, 시클로헥실(메타)아크릴레이트 등의 탄소수 1～18의 알킬기를 갖는 알킬(메타)아크릴레이트; 메톡시에틸(메타)아크릴레이트, 에톡시에틸(메타)아크릴레이트, 부톡시에틸(메타)아크릴레이트 등의 탄소수 3～18의 알콕시 알킬기를 갖는 알콕시알킬(메타)아크릴레이트; 부톡시디에틸렌글리콜(메타)아크릴레이트, 메톡시트리에틸렌글리콜(메타)아크릴레이트 등의 탄소수 6～20의 알콕시에틸렌글리콜 잔기를 갖는 알콕시에틸렌글리콜(메타)아크릴레이트; 페녹시에틸(메타)아크릴레이트 등의 탄소수 7～20의 아릴옥시알킬기를 갖는 아릴옥시알킬(메타)아크릴레이트; 페녹시폴리에틸렌글리콜(메타)아크릴레이트; 벤질(메타)아크릴레이트 등의 탄소수 7～20의 아릴알킬기를 갖는 아릴알킬(메타)아크릴레이트; 등을 들 수 있다. Specifically as a substituted and / or unsubstituted alkyl (meth) acrylate (a3) other than said (a1) and (a2) which can be used for the synthesis | combination of the said (meth) acrylic-type polymer, methyl (meth) acrylate and ethyl (Meth) acrylate, n-propyl (meth) acrylate, isopropyl (meth) acrylate, n-butyl (meth) acrylate, isobutyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, It has a C1-C18 alkyl group, such as n-octyl (meth) acrylate, isooctyl (meth) acrylate, lauryl (meth) acrylate, stearyl (meth) acrylate, and cyclohexyl (meth) acrylate. Alkyl (meth) acrylates; Alkoxy alkyl (meth) acrylate which has a C3-C18 alkoxy alkyl group, such as methoxyethyl (meth) acrylate, ethoxyethyl (meth) acrylate, butoxyethyl (meth) acrylate; Alkoxy ethylene glycol (meth) acrylate which has C6-C20 alkoxy ethylene glycol residues, such as butoxydiethylene glycol (meth) acrylate and methoxy triethylene glycol (meth) acrylate; Aryloxyalkyl (meth) acrylates having an aryloxyalkyl group having 7 to 20 carbon atoms such as phenoxyethyl (meth) acrylate; Phenoxy polyethylene glycol (meth) acrylates; Arylalkyl (meth) acrylates having an arylalkyl group having 7 to 20 carbon atoms such as benzyl (meth) acrylate; And the like.

이들 모노머는 얻어지는 (메타)아크릴계 폴리머의 유리 전이점(Tg)이 0℃ 이하, 바람직하게는 -20℃ 이하가 되도록, 또한 얻어지는 (메타)아크릴계 폴리머와 후술하는 이온성 액체와의 양호한 상용성을 확보하기 위하여 상기 (메타)아크릴계 폴리머의 극성을 향상시킬 수 있도록 1종 단독으로 또는 2종 이상을 조합하여 사용할 수 있다. These monomers have good compatibility between the resulting (meth) acrylic polymer and the ionic liquid described later so that the glass transition point (Tg) of the obtained (meth) acrylic polymer is 0 ° C or lower, preferably -20 ° C or lower. In order to ensure the polarity of the (meth) acrylic polymer in order to secure it can be used alone or in combination of two or more.

이들 중 이온성 액체를 배합하였을 때의 점착제층의 가소화 및 친화성 향상의 효과를 저해하지 않고, 또한 얻어지는 (메타)아크릴계 폴리머의 Tg 상승에 의해 점착제층의 유연성 및 접착력을 손상시키지 않고, (메타)아크릴계 폴리머의 극성을 향상시킬 수 있는 점에서는, 알킬(메타)아크릴레이트를 사용하거나, 알킬(메타)아크릴레이트와 알콕시알킬(메타)아크릴레이트, 알킬(메타)아크릴레이트와 아릴옥시알킬(메타)아크릴레이트, 또는 알킬(메타)아크릴레이트와 아릴알킬(메타)아크릴레이트를 조합하여 사용하는 것이 바람직하다. Of these, without impairing the effect of plasticization and affinity improvement of the pressure-sensitive adhesive layer when the ionic liquid is blended, and by increasing the Tg of the (meth) acrylic polymer obtained, without impairing the flexibility and adhesive strength of the pressure-sensitive adhesive layer ( In order to improve the polarity of the meta) acrylic polymer, alkyl (meth) acrylate is used, or alkyl (meth) acrylate, alkoxyalkyl (meth) acrylate, alkyl (meth) acrylate and aryloxyalkyl ( It is preferable to use a combination of meth) acrylate or an alkyl (meth) acrylate and an arylalkyl (meth) acrylate.

상기 알킬(메타)아크릴레이트로는 탄소수 3～8의 알킬기를 갖는 알킬아크릴레이트가 바람직하며, 그 중에서도 n-부틸아크릴레이트가 보다 바람직하다. As said alkyl (meth) acrylate, the alkyl acrylate which has a C3-C8 alkyl group is preferable, and n-butyl acrylate is especially preferable.

상기 알콕시알킬(메타)아크릴레이트로는 탄소수 3～12의 알콕시 알킬기를 갖는 알콕시알킬아크릴레이트가 바람직하며, 그 중에서도 메톡시에틸아크릴레이트가 보다 바람직하다. As said alkoxy alkyl (meth) acrylate, the alkoxy alkyl acrylate which has a C3-C12 alkoxy alkyl group is preferable, and methoxy ethyl acrylate is especially preferable.

상기 아릴옥시알킬(메타)아크릴레이트로는 탄소수 7～20의 페녹시알킬기를 갖는 페녹시알킬(메타)아크릴레이트가 바람직하며, 그 중에서도 페녹시에틸아크릴레이트가 바람직하다. As said aryloxyalkyl (meth) acrylate, the phenoxyalkyl (meth) acrylate which has a C7-20 phenoxyalkyl group is preferable, and phenoxyethyl acrylate is especially preferable.

상기 아릴알킬(메타)아크릴레이트로는 벤질아크릴레이트가 바람직하다. Benzyl acrylate is preferable as the arylalkyl (meth) acrylate.

이들 치환 및/또는 무치환의 알킬(메타)아크릴레이트는 주요한 모노머 성분으로서 상기 (메타)아크릴계 폴리머를 얻기 위한 공중합에 제공할 수 있다. These substituted and / or unsubstituted alkyl (meth) acrylates can be used for copolymerization for obtaining the (meth) acrylic polymer as a main monomer component.

구체적으로는, 공중합에 사용하는 모노머의 합계량을 100중량%라 하였을 때, 통상 95～99.7중량%, 바람직하게는 97～99중량%의 양으로 사용된다. Specifically, when the total amount of the monomers used for copolymerization is 100% by weight, it is usually used in an amount of 95 to 97.7% by weight, preferably 97 to 99% by weight.

이 중, 상기 알킬(메타)아크릴레이트로서 n-부틸아크릴레이트를 공중합에 제공하는 경우에는 n-부틸아크릴레이트의 주입량은 전체 모노머량의 70중량% 이상을 차지하는 것이 바람직하다. 이러한 양으로 n-부틸아크릴레이트를 공중합에 제공하면, 얻어지는 (메타)아크릴계 폴리머의 Tg를 상승시키지 않고 그 극성을 적당히 올릴 수 있고, 이온성 액체와의 상용성을 향상시킬 수 있다. Among these, when n-butyl acrylate is provided to copolymerization as said alkyl (meth) acrylate, it is preferable that the injection amount of n-butyl acrylate occupies 70 weight% or more of the total monomer amount. When n-butylacrylate is provided to copolymerization in such quantity, the polarity can be raised suitably without raising Tg of the obtained (meth) acrylic-type polymer, and compatibility with an ionic liquid can be improved.

《(a4) 기타 모노머》 << (a4) other monomers >>

또한, 상기 (A) (메타)아크릴계 폴리머를 제조함에 있어서는 필요에 따라 상기 (a1)～(a3) 이외의 기타 모노머를 사용할 수도 있다. 이러한 다른 모노머로는 스티렌, 메틸스티렌, 디메틸스티렌, 트리메틸스티렌, 에틸스티렌, 디에틸스티렌, 트리에틸스티렌, 프로필스티렌, 부틸스티렌, 헥실스티렌, 헵틸스티렌 및 옥틸스티렌, 플루오로스티렌, 클로로스티렌, 브로모스티렌, 디브로모스티렌 및 요오드스티렌, 니트로스티렌, 아세틸스티렌 및 메톡시스티렌 등의 스티렌계 모노머; 비닐피롤리돈, 비닐카르바졸, 디비닐벤젠, 아세트산 비닐 및 아크릴로니트릴 등의 비닐계 모노머 등을 들 수 있다. 이들 모노머는 1종 단독으로 또는 2종 이상을 조합하여 사용할 수 있다. In addition, when manufacturing the said (A) (meth) acrylic-type polymer, you may use other monomers other than said (a1)-(a3) as needed. These other monomers include styrene, methyl styrene, dimethyl styrene, trimethyl styrene, ethyl styrene, diethyl styrene, triethyl styrene, propyl styrene, butyl styrene, hexyl styrene, heptyl styrene and octyl styrene, fluoro styrene, chloro styrene, bro Styrene monomers such as mostyrene, dibromostyrene and iodine styrene, nitrostyrene, acetyl styrene and methoxy styrene; Vinyl monomers such as vinylpyrrolidone, vinylcarbazole, divinylbenzene, vinyl acetate and acrylonitrile. These monomers can be used individually by 1 type or in combination of 2 or more types.

상기 (a4) 다른 모노머는 본 발명의 효과를 해치지 않는 범위 내의 양으로 사용할 수 있다. The said (a4) other monomer can be used in the quantity which does not impair the effect of this invention.

<(B) 상온에서 액체인 유기 용해염><(B) Organic dissolved salt which is liquid at normal temperature>

본 발명에 사용할 수 있는 상온에서 액체인 유기 용해염, 소위 이온성 액체는 1atm에 있어서 25℃ 이하의 융점을 갖는 공지의 유기 용해염이며, 4차 질소 원자를 함유하는 탄소수 6～50, 바람직하게는 탄소수 10～30의 양이온과 불소 원자 함유 음이온으로 이루어지는 오늄염인 것이 바람직하다. Organic dissolved salts, which are liquid at room temperature and so-called ionic liquids, which can be used in the present invention are known organic dissolved salts having a melting point of 25 ° C. or lower at 1 atm, and contain 6 to 50 carbon atoms, preferably containing quaternary nitrogen atoms. It is preferable that is an onium salt which consists of a C10-C30 cation and a fluorine atom containing anion.

구체적으로는, 상기 4차 질소 원자를 함유하는 탄소수 6～50의 양이온은 4차 암모늄 양이온, 이미다졸륨 양이온, 피롤리디늄 양이온, 피리디늄 양이온, 피페리디늄 양이온으로부터 선택되며,Specifically, the C6-C50 cation containing the quaternary nitrogen atom is selected from quaternary ammonium cations, imidazolium cations, pyrrolidinium cations, pyridinium cations, and piperidinium cations,

상기 불소 원자 함유 음이온은 비스(트리플루오로메틸술포닐)이미데이트 이온, 트리플루오로메탄술포네이트, 테트라플루오로보레이트 이온, 또는 헥사플루오로포스페이트 이온인 것이 보다 바람직하다. As for the said fluorine atom containing anion, it is more preferable that it is bis (trifluoromethylsulfonyl) imidate ion, trifluoromethanesulfonate, tetrafluoro borate ion, or hexafluoro phosphate ion.

상기 4차 암모늄 양이온의 예로는 트리헥실메틸암모늄 이온, 트리메틸헥실암모늄 이온, 트리메틸옥틸암모늄 이온, 디에틸메틸2-메톡시에틸암모늄 이온, 트리옥틸메틸암모늄 이온 등을 들 수 있다. Examples of the quaternary ammonium cation include trihexylmethylammonium ion, trimethylhexylammonium ion, trimethyloctylammonium ion, diethylmethyl2-methoxyethylammonium ion, trioctylmethylammonium ion, and the like.

또한 상기 이미다졸륨 양이온의 예로는 1-에틸-3-메틸이미다졸륨 이온, 1-부틸-3-메틸이미다졸륨 이온, 1-에틸-2,3-디메틸이미다졸륨 이온, 1-헥실-3-메틸이미다졸륨 이온, 1-옥틸-3-메틸이미다졸륨 이온, 1-도데실-3-메틸이미다졸륨 이온 등을 들 수 있다. Examples of the imidazolium cation include 1-ethyl-3-methylimidazolium ion, 1-butyl-3-methylimidazolium ion, 1-ethyl-2,3-dimethylimidazolium ion and 1-hexyl 3-methyl imidazolium ion, 1-octyl-3-methyl imidazolium ion, 1-dodecyl-3-methyl imidazolium ion, etc. are mentioned.

또한 상기 피롤리디늄 양이온의 예로는 N-부틸-N-메틸-피롤리디늄 이온, N-프로필-N-N-메틸피롤리디늄 이온, N-헥실-N-N메틸피롤리디늄 이온, N-메톡시에틸-N-메틸피롤리디늄 이온, N-에톡시에틸-N-메틸피롤리디늄 이온, N-프로폭시에틸-N-메틸피롤리디늄 이온, N-(2-히드록시에틸)-N-메틸피리디늄 이온 등을 들 수 있다. In addition, examples of the pyrrolidinium cation include N-butyl-N-methyl-pyrrolidinium ion, N-propyl-NN-methylpyrrolidinium ion, N-hexyl-NNmethylpyrrolidinium ion and N-methoxyethyl -N-methylpyrrolidinium ion, N-ethoxyethyl-N-methylpyrrolidinium ion, N-propoxyethyl-N-methylpyrrolidinium ion, N- (2-hydroxyethyl) -N-methyl Pyridinium ion etc. are mentioned.

또한 상기 피리디늄 양이온의 예로는 N-에틸피리디늄 이온, N-부틸피리디늄 이온, N-(2-히드록시에틸)-피리디늄 이온, 1-헥실-4-메틸피리디늄 이온 등을 들 수 있다. Examples of the pyridinium cation include N-ethylpyridinium ions, N-butylpyridinium ions, N- (2-hydroxyethyl) -pyridinium ions, 1-hexyl-4-methylpyridinium ions, and the like. have.

또한 상기 피페리디늄 양이온의 예로는 N-메틸-N-부틸피페리디늄 이온, N-옥틸-N-메틸피페리디늄 이온, N-헥실-N-메틸피페리디늄 이온 등을 들 수 있다. In addition, examples of the piperidinium cation include N-methyl-N-butylpiperidinium ions, N-octyl-N-methylpiperidinium ions, N-hexyl-N-methylpiperidinium ions, and the like.

보다 구체적으로는, 이온성 액체인 바람직한 오늄염으로는, More specifically, as a preferable onium salt which is an ionic liquid,

트리헥실메틸암모늄비스(트리플루오로메틸술포닐)이미드, 트리옥틸메틸암모늄비스(트리플루오로메틸술포닐)이미드, 디에틸메틸-2-메톡시에틸암모늄테트라플루오로보레이트;Trihexylmethylammonium bis (trifluoromethylsulfonyl) imide, trioctylmethylammoniumbis (trifluoromethylsulfonyl) imide, diethylmethyl-2-methoxyethylammoniumtetrafluoroborate;

1-에틸-3-메틸이미다졸륨테트라플루오로보레이트, 1-에틸-3-메틸이미다졸륨비스(트리플루오로메틸술포닐)이미드, 1-에틸-3-메틸이미다졸륨트리플루오로메탄술포네이트, 1-부틸-3-메틸이미다졸륨테트라플루오로보레이트, 1-옥틸-3-메틸이미다졸륨헥사플루오로포스페이트, 1-도데실-3-메틸이미다졸륨헥사플루오로포스페이트, 1-헥실-3-메틸이미다졸륨트리플루오로메탄술포네이트;1-ethyl-3-methylimidazolium tetrafluoroborate, 1-ethyl-3-methylimidazolium bis (trifluoromethylsulfonyl) imide, 1-ethyl-3-methylimidazolium trifluoro Methanesulfonate, 1-butyl-3-methylimidazoliumtetrafluoroborate, 1-octyl-3-methylimidazolium hexafluorophosphate, 1-dodecyl-3-methylimidazolium hexafluorophosphate, 1-hexyl-3-methylimidazolium trifluoromethanesulfonate;

N-부틸-N-메틸피롤리디늄비스(트리플루오로메틸술포닐)이미드, N-프로필-N-N-메틸피롤리디늄트리플루오로메탄술포네이트, N-헥실-N-N-메틸피롤리디늄헥사플루오로포스페이트; N-butyl-N-methylpyrrolidiniumbis (trifluoromethylsulfonyl) imide, N-propyl-NN-methylpyrrolidinium trifluoromethanesulfonate, N-hexyl-NN-methylpyrrolidinium hexa Fluorophosphate;

N-부틸피리디늄비스(트리플루오로메틸술포닐)이미드, 1-헥실-4-메틸피리디늄비스(트리플루오로메틸술포닐)이미드, N-부틸피리디늄테트라플루오로보레이트, 1-헥실-4-메틸피리디늄헥사플루오로포스페이트;N-butylpyridinium bis (trifluoromethylsulfonyl) imide, 1-hexyl-4-methylpyridinium bis (trifluoromethylsulfonyl) imide, N-butylpyridinium tetrafluoroborate, 1- Hexyl-4-methylpyridinium hexafluorophosphate;

N-부틸-N-메틸피페리디늄비스(트리플루오로메틸술포닐)이미드, N-옥틸-N-메틸피페리디늄헥사플루오로포스페이트, N-헥실-N-메틸피페리디늄트리플루오로메탄술포네이트; 등을 들 수 있다. N-butyl-N-methylpiperidiniumbis (trifluoromethylsulfonyl) imide, N-octyl-N-methylpiperidinium hexafluorophosphate, N-hexyl-N-methylpiperidinium trifluoro Methanesulfonate; And the like.

상기 이온성 액체는 (A) (메타)아크릴계 폴리머 100중량부에 대하여 통상 0.1～8중량부, 바람직하게는 1～4중량부의 양으로 포함되도록 사용된다. The ionic liquid is usually used in an amount of 0.1 to 8 parts by weight, preferably 1 to 4 parts by weight based on 100 parts by weight of the (A) (meth) acrylic polymer.

상기 이온성 액체가 상기 범위 내의 양으로 편광판용 점착제 조성물에 포함되어 있으면, 편광판용 점착제 조성물 내의 상기 (메타)아크릴계 폴리머와의 상용성이 양호하고, 편광판의 한쪽 면에 점착제층을 형성한 경우에는 상기 점착제층을 적당히 가소화함과 아울러 피착체에 대한 친화성을 향상시키고, 액정 표시 장치의 제조에서의 편광판 붙임 공정의 문제점이었던, 편광판의 자중에 의한 휨을 완화하고, 경시에 의한 벗겨짐이나 들뜸을 해소할 수 있다. 더욱이, 점착제층이 피착체인 액정 셀의 유리 기판 표면의 미세한 요철을 추종함으로써 피착체와의 밀착성이 향상되고, 내구성이 올라간다. 그 결과, 고온 및 습열 환경 하에서도 액정 셀로부터의 편광판의 벗겨짐이나 들뜸을 방지할 수 있다. When the said ionic liquid is contained in the adhesive composition for polarizing plates in the quantity within the said range, compatibility with the said (meth) acrylic-type polymer in the adhesive composition for polarizing plates is favorable, and when an adhesive layer is formed in one side of a polarizing plate, While moderately plasticizing the pressure-sensitive adhesive layer, the affinity for the adherend is improved, the warpage caused by the weight of the polarizing plate, which was a problem of the polarizing plate pasting step in the manufacture of the liquid crystal display device, is alleviated, and the peeling and lifting due to the aging is eliminated. can do. Moreover, adhesiveness with a to-be-adhered body improves by following the fine unevenness | corrugation of the glass substrate surface of the liquid crystal cell whose adhesive layer is a to-be-adhered body, and durability improves. As a result, peeling and lifting of the polarizing plate from a liquid crystal cell can be prevented also in a high temperature and wet heat environment.

이온성 액체의 함유량이 상기 하한값 미만에서는 상기 효과를 달성할 수 없고, 그 한편 상기 상한값을 초과하면 점착제층이 과도하게 가소화되어 밀착성이 대폭으로 저하하고, 고온 및 습열 환경 하에서 액정 셀로부터의 편광판의 벗겨짐이나 들뜸이 발생한다. If the content of the ionic liquid is less than the lower limit, the above effect cannot be achieved. On the other hand, if the upper limit exceeds the upper limit, the pressure-sensitive adhesive layer is excessively plasticized to significantly reduce the adhesiveness, and the polarizing plate from the liquid crystal cell under high temperature and moist heat environments. Peeling or lifting occurs.

<(C) 이소시아네이트계 가교제><(C) Isocyanate Crosslinking Agent>

본 발명에 사용할 수 있는 이소시아네이트계 가교제로는 분자 내에 이소시아네이트기를 2개 이상 갖는 화합물을 들 수 있으며, 구체적으로는, 예컨대 톨릴렌디이소시아네이트, 헥사메틸렌디이소시아네이트, 이소포론디이소시아네이트, 자일릴렌디이소시아네이트, 수소 첨가 자일릴렌디이소시아네이트, 디페닐메탄디이소시아네이트, 수소 첨가 디페닐메탄디이소시아네이트, 테트라메틸자일릴렌디이소시아네이트, 나프탈렌디이소시아네이트, 트리페닐메탄트리이소시아네이트, 폴리메틸렌폴리페닐이소시아네이트 및 이들과 트리메틸올프로판 등의 폴리올과의 어덕트체(예컨대 트리메틸올프로판 부가 자일릴렌디이소시아네이트)를 들 수 있다. Examples of the isocyanate-based crosslinking agent that can be used in the present invention include compounds having two or more isocyanate groups in a molecule, and specifically, for example, tolylene diisocyanate, hexamethylene diisocyanate, isophorone diisocyanate, xylylene diisocyanate, hydrogen Added xylylene diisocyanate, diphenylmethane diisocyanate, hydrogenated diphenylmethane diisocyanate, tetramethyl xylylene diisocyanate, naphthalene diisocyanate, triphenylmethane triisocyanate, polymethylene polyphenyl isocyanate and these and trimethylolpropane An adduct with a polyol (for example, trimethylolpropane addition xylylene diisocyanate) is mentioned.

상기 이소시아네이트계 가교제는 (A) (메타)아크릴계 폴리머 100중량부에 대하여 통상 0.03～1중량부, 바람직하게는 0.1～0.5중량부의 양으로 포함되도록 사용된다. The isocyanate-based crosslinking agent is usually used in an amount of 0.03 to 1 part by weight, preferably 0.1 to 0.5 part by weight based on 100 parts by weight of the (A) (meth) acrylic polymer.

상기 범위 내의 양으로 이소시아네이트계 가교제를 사용하면, 얻어지는 편광판용 점착제 조성물로부터 점착제층을 형성한 경우에 점착제층에 가교에 의한 적당한 응집력을 부여할 수 있고, 그 내구성을 개선할 수 있다. When an isocyanate type crosslinking agent is used in the quantity within the said range, when the adhesive layer is formed from the adhesive composition for polarizing plates obtained, moderate cohesion force by crosslinking can be provided to an adhesive layer, and the durability can be improved.

<(D) 기타> <(D) other>

본 발명의 편광판용 점착제 조성물은 상기 (A)～(C) 성분 이외의 기타 성분으로서 본 발명의 효과를 해치지 않는 범위 내의 양으로 종래 공지의 용제나 각종 첨가제, 예컨대 전술한 (메타)아크릴계 폴리머 중합 반응의 반응 용매, 점착 부여제(tackifier), 가소제, 연화제, 염료, 안료, 실란커플링제 및 무기 필러 등을 1종 단독으로 또는 2종 이상 조합하여 함유하고 있을 수도 있다. The pressure-sensitive adhesive composition for a polarizing plate of the present invention is a component other than the above-mentioned components (A) to (C) in amounts that do not impair the effects of the present invention, and conventionally known solvents and various additives, such as the (meth) acrylic polymer polymerization described above. The reaction solvent, the tackifier, the plasticizer, the softener, the dye, the pigment, the silane coupling agent, the inorganic filler and the like of the reaction may be contained alone or in combination of two or more thereof.

<편광판용 점착제 조성물의 조제><Preparation of the pressure-sensitive adhesive composition for polarizing plate>

상기 점착제 조성물은 적어도 (A) 중량 평균 분자량 100만 이상의 (메타)아크릴계 폴리머와, (B) 이온성 액체와, (C) 이소시아네이트계 가교제를 특정량으로 함유하여 되는데, 상기 (A) (메타)아크릴계 폴리머는 전술한 중합 반응에 의해 통상 반응 용매 내에 15～70중량%의 양으로 함유되는 용액 또는 분산액으로서 얻어진다. The pressure-sensitive adhesive composition may contain (A) at least a weight-average molecular weight of 1 million or more (meth) acrylic polymer, (B) ionic liquid, and (C) isocyanate-based crosslinking agent in a specific amount, wherein (A) (meth) An acryl-type polymer is obtained as a solution or dispersion liquid contained normally in the quantity of 15 to 70weight% in a reaction solvent by the above-mentioned polymerization reaction.

따라서, 이 분산액으로부터 용매를 제거한 후, 얻어진 (메타)아크릴계 폴리머를 다른 성분과 혼합할 수도 있는데, 반응 용매를 제거하지 않고 상기 (메타)아크릴계 폴리머를 이 반응 용매에 분산시킨 상태에서 다른 성분과 혼합하는 것이 바람직하다. 일반적으로, 상기한 중합 반응에 의해 얻어진 (메타)아크릴계 폴리머는 반응 용매 내에 안정적으로 분산되어 있으며, 이러한 분산액을 그대로 사용함으로써 각 성분을 균일하게 혼합할 수 있기 때문이다. Therefore, after removing the solvent from this dispersion, the obtained (meth) acrylic polymer may be mixed with other components, but mixed with the other components in the state in which the (meth) acrylic polymer is dispersed in this reaction solvent without removing the reaction solvent. It is desirable to. In general, the (meth) acrylic polymer obtained by the above polymerization reaction is stably dispersed in the reaction solvent, and each component can be uniformly mixed by using such a dispersion as it is.

(A) (메타)아크릴계 폴리머와 다른 성분과의 혼합 방법은 특별히 한정되지 않으며, 공지의 방법을 채용할 수 있다. 또한, (C) 이소시아네이트계 가교제는 (A) (메타)아크릴계 폴리머와 반응성을 가지므로 도공 직전에 혼합하는 것이 바람직하다. (A) The mixing method of a (meth) acrylic-type polymer and another component is not specifically limited, A well-known method can be employ | adopted. Moreover, since (C) isocyanate type crosslinking agent has reactivity with (A) (meth) acrylic-type polymer, it is preferable to mix immediately before coating.

<점착제층을 구비한 편광판><Polarizing Plate with Adhesive Layer>

본 발명의 점착제층을 구비한 편광판은 편광판의 한쪽 면에 상기 편광판용 점착제 조성물로부터 얻어진 점착제층을 가져서 된다.The polarizing plate provided with the adhesive layer of this invention should have the adhesive layer obtained from the adhesive composition for polarizing plates in one side of a polarizing plate.

사용할 수 있는 편광판으로는 특별히 한정되지 않으며, 공지의 것을 적당히 채용할 수 있는데, 본 발명의 효과를 보다 발휘할 수 있는 점에서는 대형의 편광판, 즉 대면적을 갖는 편광판을 채용하는 것이 바람직하다. 예컨대, 2장의 트리아세틸셀룰로오스 필름으로 폴리비닐알코올계, 폴리에스테르계 또는 폴리비닐부티랄계의 편광자를 협지한 3층 구조의 편광판으로서, 액정 셀과의 접착 면적이 300mm×380mm 이상인 것 등을 들 수 있다. 최근의 액정 표시 장치의 대형화에 따라 액정 셀 및 편광판도 대형화되는 경향이 있는데, 현재 그 크기의 상한은 편광판에서는 액정 셀과의 접착 면적이 1000mm×1340mm 이하 정도이다. 또한, 상기 편광판은 통상 130～200μm의 두께를 가지고 있다. Although it does not specifically limit as a polarizing plate which can be used, A well-known thing can be employ | adopted suitably, In the point which can exhibit the effect of this invention more, it is preferable to employ a large polarizing plate, ie, a polarizing plate which has a large area. For example, a trilayered polarizing plate sandwiching a polyvinyl alcohol-based, polyester-based or polyvinyl butyral-based polarizer with two triacetyl cellulose films, wherein the adhesive area with the liquid crystal cell is 300 mm x 380 mm or more. have. The liquid crystal cell and the polarizing plate also tend to be enlarged with the recent increase in the size of the liquid crystal display device, but the upper limit of the size thereof is about 1000 mm x 1340 mm or less in the polarizing plate. Moreover, the said polarizing plate has a thickness of 130-200 micrometers normally.

점착제층을 편광판의 한쪽 면에 형성하는 방법은 특별히 한정되지 않으며, 상기 편광판용 점착제 조성물을 닥터 블레이드, 나이프 코터, 콤마 코터, 리버스 코터 또는 그라비아 코터 등으로 편광판에 도포하고, 용제를 제거함으로써 편광판의 한쪽 면에 점착제층을 형성할 수도 있고, 미리 별도의 지지체에 상기 수단으로 점착제 조성물을 도포하고 용제를 제거하여 점착제층을 상기 지지체 상에 형성한 후, 상기 점착제층을 편광판 상에 라미네이터 롤 등을 이용하여 전사함으로써도 형성할 수 있다. The method for forming the pressure-sensitive adhesive layer on one side of the polarizing plate is not particularly limited, and the pressure-sensitive adhesive composition for polarizing plate is applied to the polarizing plate with a doctor blade, knife coater, comma coater, reverse coater or gravure coater, and the like to remove the solvent. The pressure-sensitive adhesive layer may be formed on one side, and the pressure-sensitive adhesive composition is previously applied to a separate support body by the above means, the solvent is removed to form the pressure-sensitive adhesive layer on the support body, and then the pressure-sensitive adhesive layer is laminated on a polarizing plate. It can also be formed by transfer using.

이와 같이 하여 통상 5～50μm, 바람직하게는 15～30μm의 두께의 점착제층을 편광판 상에 형성하여 점착제층을 구비한 편광판을 얻을 수 있다. In this manner, a pressure-sensitive adhesive layer having a thickness of usually 5 to 50 µm, preferably 15 to 30 µm, may be formed on the polarizing plate to obtain a polarizing plate having the pressure-sensitive adhesive layer.

얻어진 점착제층을 구비한 편광판은 고온 및 습열 환경 하에서 장시간 사용한 경우에도 점착제층의 발포, 피착체인 액정 셀로부터의 벗겨짐이나 들뜸이 발생하지 않고 내구성이 뛰어나다. The polarizing plate provided with the obtained adhesive layer is excellent in durability, even if it uses for a long time in a high temperature and wet heat environment, without peeling and lifting from the liquid crystal cell which is foaming of an adhesive layer, and a to-be-adhered body.

더욱이, 상기 점착제층을 구비한 편광판은 피착체인 액정 셀의 유리 기판과의 뛰어난 밀착성을 가짐과 아울러, 재박리성의 관점에서도 바람직한 적당한 접착력을 가지고 있다. 구체적으로는, 하기 실시예의 순서에 따라 측정한 점착제층을 구비한 편광판의 180° 인장 박리력은 통상 400～600g/25mm의 범위에 있다. Moreover, the polarizing plate provided with the said adhesive layer has the outstanding adhesiveness with the glass substrate of the liquid crystal cell which is a to-be-adhered body, and has the suitable adhesive force preferable also from a viewpoint of re-peelability. Specifically, the 180 ° tensile peeling force of the polarizing plate with the pressure-sensitive adhesive layer measured according to the procedure of the following example is usually in the range of 400 to 600 g / 25 mm.

종래의 점착제 조성물의 경우, 접착력을 상기 범위 내로 조정하면 점착제층의 내구성이 불충분해져 고온 및 습열 환경 하에서 편광판의 벗겨짐이나 들뜸을 발생시킬 우려가 있고, 열시의 수축이 큰 대형의 편광판에서는 그 경향이 현저하였다. 그러나, 본 발명에서는 이러한 범위의 접착력을 가짐으로써 재박리성을 확보하면서도 특정량의 이온성 액체의 작용에 의해 피착체와의 뛰어난 밀착성도 갖기 때문에 대형의 편광판 용도에 사용한 경우라 하더라도, 더욱이 고온 및 습열 환경 하에서도 벗겨짐이나 들뜸을 방지할 수 있다. In the case of the conventional pressure-sensitive adhesive composition, adjusting the adhesive force within the above range may result in insufficient durability of the pressure-sensitive adhesive layer, which may cause peeling or lifting of the polarizing plate in a high temperature and wet heat environment, and the tendency is large in a large polarizing plate having a large shrinkage upon thermal. Remarkable In the present invention, however, the adhesive force of such a range ensures re-peelability, and also has excellent adhesion to the adherend by the action of a specific amount of ionic liquid, so that even when used in large polarizer applications, high temperature and Peeling and lifting can be prevented even in a moist heat environment.

이하, 실시예에 기초하여 본 발명을 더욱 구체적으로 설명하는데, 본 발명은 이들 실시예에 한정되지 않는다. Hereinafter, the present invention will be described in more detail based on Examples, but the present invention is not limited to these Examples.

또한, 이하의 예 중 중량 평균 분자량(Mw)은 GPC(HLC-8120; 도소(주) 제)를 이용하고 폴리스티렌을 표준 물질로 하여 하기의 조건으로 측정하였다. In addition, the weight average molecular weight (Mw) in the following examples was measured on condition of the following using GPC (HLC-8120; the Tosoh Corporation make), and making polystyrene into a standard substance.

사용 칼럼; G7000HXL×1개, GMHXL×2개, G2000HXL×1개 Use column; G7000HXL × 1, GMHXL × 2, G2000HXL × 1

용매; THF(테트라히드로푸란)menstruum; THF (tetrahydrofuran)

유속; 1.0ml/minFlow rate; 1.0ml / min

측정 온도; 40℃ Measurement temperature; 40 ℃

[합성예 1]Synthesis Example 1

BA/4HBA 폴리머의 합성 1Synthesis of BA / 4HBA Polymer 1

n-부틸아크릴레이트(BA) 99중량부, 4-히드록시부틸아크릴레이트(4HBA) 1중량부, 아세트산 에틸 100중량부, 아조비스이소부티로니트릴(AIBN) 0.2중량부를 반응 용기에 넣고 이 반응 용기 내의 공기를 질소 가스로 치환하였다. 99 parts by weight of n-butyl acrylate (BA), 1 part by weight of 4-hydroxybutyl acrylate (4HBA), 100 parts by weight of ethyl acetate, and 0.2 parts by weight of azobisisobutyronitrile (AIBN) in a reaction vessel The air in the vessel was replaced with nitrogen gas.

그 후 질소 분위기 중에서 교반하면서 이 반응 용기를 60℃로 승온시키고 6시간 반응시켰다. Thereafter, the reaction vessel was heated to 60 ° C while being stirred in a nitrogen atmosphere and allowed to react for 6 hours.

반응 종료후, 아세트산 에틸로 희석하고, BA/4HBA 폴리머 용액을 얻었다. 상기 용액에 포함되는 BA/4HBA 폴리머의 중량 평균 분자량은 160만이었다. After the reaction was completed, the mixture was diluted with ethyl acetate to obtain a BA / 4HBA polymer solution. The weight average molecular weight of the BA / 4HBA polymer included in the solution was 1.6 million.

[합성예 2][Synthesis Example 2]

BA/2HEA 폴리머의 합성 Synthesis of BA / 2HEA Polymer

4HBA 대신 2-히드록시에틸아크릴레이트(2HEA)를 1중량부 사용한 것 이외에는 합성예 1과 동일한 방법으로 BA/2HEA 폴리머 용액을 얻었다. 상기 용액에 포함되는 BA/2HEA 폴리머의 중량 평균 분자량은 160만이었다. A BA / 2HEA polymer solution was obtained in the same manner as in Synthesis Example 1 except that 1 part by weight of 2-hydroxyethyl acrylate (2HEA) was used instead of 4HBA. The weight average molecular weight of BA / 2HEA polymer included in the solution was 1.6 million.

[합성예 3][Synthesis Example 3]

BA/MA/4HBA 폴리머의 합성Synthesis of BA / MA / 4HBA Polymer

BA를 79중량부, 메틸아크릴레이트(MA)를 20중량부, 4HBA를 1중량부 사용한 것 이외에는 합성예 1과 동일한 방법으로 BA/MA/4HBA 폴리머 용액을 얻었다. 상기 용액에 포함되는 BA/MA/4HBA 폴리머의 중량 평균 분자량은 160만이었다. A BA / MA / 4HBA polymer solution was obtained in the same manner as in Synthesis Example 1 except that 79 parts by weight of BA, 20 parts by weight of methyl acrylate (MA), and 1 part by weight of 4HBA were used. The weight average molecular weight of BA / MA / 4HBA polymer contained in the solution was 1.6 million.

[합성예 4][Synthesis Example 4]

BA/MEA/4HBA 폴리머의 합성Synthesis of BA / MEA / 4HBA Polymer

BA를 79중량부, 메톡시에틸아크릴레이트(MEA)를 20중량부, 4HBA를 1중량부 사용한 것 이외에는 합성예 1과 동일한 방법으로 BA/MEA/4HBA 폴리머 용액을 얻었다. 상기 용액에 포함되는 BA/MEA/4HBA 폴리머의 중량 평균 분자량은 160만이었다.A BA / MEA / 4HBA polymer solution was obtained in the same manner as in Synthesis Example 1 except that 79 parts by weight of BA, 20 parts by weight of methoxyethyl acrylate (MEA), and 1 part by weight of 4HBA were used. The weight average molecular weight of BA / MEA / 4HBA polymer included in the solution was 1.6 million.

[합성예 5]Synthesis Example 5

BA/POA/4HBA 폴리머의 합성Synthesis of BA / POA / 4HBA Polymer

BA를 79중량부, 페녹시에틸아크릴레이트(POA)를 20중량부, 4HBA를 1중량부 사용한 것 이외에는 합성예 1과 동일한 방법으로 BA/POA/4RBA 폴리머 용액을 얻었다. 상기 용액에 포함되는 BA/POA/4HBA 폴리머의 중량 평균 분자량은 160만이었다. A BA / POA / 4RBA polymer solution was obtained in the same manner as in Synthesis Example 1 except that 79 parts by weight of BA, 20 parts by weight of phenoxyethyl acrylate (POA), and 1 part by weight of 4HBA were used. The weight average molecular weight of BA / POA / 4HBA polymer included in the solution was 1.6 million.

[합성예 6][Synthesis Example 6]

BA/Bz/4HBA 폴리머의 합성Synthesis of BA / Bz / 4HBA Polymer

BA를 89중량부, 벤질아크릴레이트(Bz)를 10중량부, 4HBA를 1중량부 사용한 것 이외에는 합성예 1과 동일한 방법으로 BA/Bz/4HBA 폴리머 용액을 얻었다. 상기 용액에 포함되는 BA/Bz/4HBA 폴리머의 중량 평균 분자량은 160만이었다. A BA / Bz / 4HBA polymer solution was obtained in the same manner as in Synthesis Example 1 except that 89 parts by weight of BA, 10 parts by weight of benzyl acrylate (Bz) and 1 part by weight of 4HBA were used. The weight average molecular weight of BA / Bz / 4HBA polymer included in the solution was 1.6 million.

[합성예 7][Synthesis Example 7]

BA/4HBA 폴리머의 합성 2Synthesis of BA / 4HBA Polymer 2

아세트산 에틸 100중량부 대신 아세트산 에틸 150중량부 및 톨루엔 10중량부를 사용한 것 이외에는 실시예 1과 동일한 방법으로 BA/4HBA 폴리머 용액을 얻었다. 상기 용액에 포함되는 BA/4HBA 폴리머의 중량 평균 분자량은 75만이었다. A BA / 4HBA polymer solution was obtained in the same manner as in Example 1 except that 150 parts by weight of ethyl acetate and 10 parts by weight of toluene were used instead of 100 parts by weight of ethyl acetate. The weight average molecular weight of BA / 4HBA polymer contained in the said solution was 750,000.

[합성예 8][Synthesis Example 8]

BA/4HBA/AA 폴리머의 합성Synthesis of BA / 4HBA / AA Polymer

BA를 98중량부, 4HBA를 1중량부, 아크릴산(AA)을 1중량부 사용한 것 이외에는 합성예 1과 동일한 방법으로 BA/4HBA/AA 폴리머 용액을 얻었다. 상기 용액에 포함되는 BA/4HBA/AA 폴리머의 중량 평균 분자량은 160만이었다. A BA / 4HBA / AA polymer solution was obtained in the same manner as in Synthesis Example 1 except that 98 parts by weight of BA, 1 part by weight of 4HBA, and 1 part by weight of acrylic acid (AA) were used. The weight average molecular weight of BA / 4HBA / AA polymer contained in the solution was 1.6 million.

실시예 1Example 1

합성예 1에서 얻은 BA/4HBA 폴리머 용액의 고형분 100중량부에 대하여 이온성 액체로서 1-헥실-4-메틸피리디늄비스(트리플루오로메틸술포닐)이미드 2중량부, 이소시아네이트 가교제로서 트리메틸올프로판 부가 자일릴렌디이소시아네이트(XDI) 0.15중량부를 혼합하여 점착제 조성물을 얻었다. 2 parts by weight of 1-hexyl-4-methylpyridinium bis (trifluoromethylsulfonyl) imide as an ionic liquid based on 100 parts by weight of solid content of the BA / 4HBA polymer solution obtained in Synthesis Example 1, trimethylol as an isocyanate crosslinking agent Propane addition xylylene diisocyanate (XDI) 0.15 weight part was mixed, and the adhesive composition was obtained.

얻어진 점착제 조성물을 이용하여 이하의 방법으로 (1)고온 환경 하에서의 내구성, (2)습열 환경 하에서의 내구성, (3)180° 인장 박리력, (4)젖음성에 대하여 평가하였다. Using the obtained adhesive composition, it evaluated about (1) durability in high temperature environment, (2) durability in wet heat environment, (3) 180 degree tensile peeling force, and (4) wettability by the following method.

결과를 표 1에 나타내었다. The results are shown in Table 1.

(1)고온 환경 하에서의 내구성 및 (2)습열 환경 하에서의 내구성 (1) durability under high temperature environment and (2) durability under moist heat environment

얻어진 점착제 조성물을 550mm 폭의 박리 처리한 폴리에스테르 필름(상품명; PET3811, 제조원; 린텍 가부시키가이샤)의 박리제층 상에 도공후, 90℃에서 4분간 건조시켜 두께 25μm의 점착제층을 형성하였다. The obtained adhesive composition was dried on 90 degreeC for 4 minutes after coating on the peeling agent layer of the polyester film (brand name; PET3811, manufacturer; Lintec Co., Ltd.) of 550 mm width peeling, and formed the 25-micrometer-thick adhesive layer.

이것을 편광판의 한쪽 면에 전사하여 온도 23℃, 습도 65%의 조건으로 7일간 숙성시켜 점착제층을 구비한 편광판을 얻었다. This was transferred to one side of the polarizing plate, and aged for 7 days under conditions of a temperature of 23 ° C. and a humidity of 65% to obtain a polarizing plate provided with an adhesive layer.

얻어진 점착제층을 구비한 편광판을 19인치 사이즈로 재단하고, 박리 처리한 폴리에스테르 필름을 박리한 후, 315mm×390mm의 알칼리 유리판(아사히 가라스사 제) 상에 점착제층이 접촉하도록 하여, 먼저 점착제층의 단부를 펴붙인 후, 전체를 라미네이터 롤을 이용하여 펴붙였다. 이어서, 50℃, 5기압으로 조정된 오토클레이브 내에서 20분간 유지하여 시험판을 만들었다. After the obtained polarizing plate with the pressure-sensitive adhesive layer was cut into a 19-inch size and the exfoliated polyester film was peeled off, the pressure-sensitive adhesive layer was first brought into contact with an alkali glass plate (manufactured by Asahi Glass Co., Ltd.) of 315 mm x 390 mm. After spreading the end of the whole, the whole was spread using a laminator roll. Subsequently, it hold | maintained for 20 minutes in the autoclave adjusted to 50 degreeC and 5 atmospheres, and the test plate was produced.

시험판은 2장 만들고, 85℃(고온 환경 하), 60℃×RH95%(습열 환경 하)의 조건으로 500시간 방치하여 벗겨짐, 들뜸, 발포의 발생을 육안으로 관찰하고, 하기의 평가 기준으로 평가하였다. Two test plates were made and left for 500 hours under conditions of 85 ° C. (high temperature environment) and 60 ° C. × RH 95% (damp heat environment) to observe peeling, lifting and foaming visually, and evaluated according to the following evaluation criteria. It was.

○: 벗겨짐, 들뜸, 발포 등의 외관 불량이 없음○: no appearance defects such as peeling, lifting, foaming

△: 벗겨짐, 들뜸, 발포가 약간 관찰됨△: peeling, lifting, foaming slightly observed

×: 벗겨짐, 들뜸, 발포가 분명하게 관찰됨×: peeling, lifting, foaming is clearly observed

(3)180° 인장 박리력 (3) 180 ° tensile peeling force

얻어진 점착제 조성물을 550mm 폭의 박리 처리한 폴리에스테르 필름(상품명; PET3811, 제조원; 린텍 가부시키가이샤)의 박리제층 상에 도공후, 90℃에서 4분간 건조시켜 두께 25μm의 점착제층을 형성하였다. 이것을 편광판의 한쪽 면에 전사하고, 온도 23℃, 습도 65%의 조건으로 7일간 숙성시켜 점착제층을 구비한 편광판을 얻었다. The obtained adhesive composition was dried on 90 degreeC for 4 minutes after coating on the peeling agent layer of the polyester film (brand name; PET3811, manufacturer; Lintec Co., Ltd.) of 550 mm width peeling, and formed the 25-micrometer-thick adhesive layer. This was transferred to one side of the polarizing plate, and aged for 7 days under conditions of a temperature of 23 ° C. and a humidity of 65% to obtain a polarizing plate provided with an adhesive layer.

얻어진 점착제층을 구비한 편광판을 2.5cm×15cm로 재단하고, 박리 처리한 폴리에스테르 필름을 박리한 후, 70mm×150mm의 알칼리 유리판(아사히 가라스사 제) 상에 점착제층이 접촉하도록 하여 펴붙였다. The polarizing plate provided with the obtained adhesive layer was cut out to 2.5 cm x 15 cm, and after peeling off the polyester film which carried out the peeling process, it spread | stretched so that an adhesive layer might contact on 70-mm-150 mm alkali glass plate (made by Asahi Glass Co., Ltd.).

펴붙인 후 20분후에 점착제를 구비한 편광판의 끝을 뜯어벗겨 속도 300cm/min으로 180° 방향으로 잡아당기고, 박리 시작부터 박리 완료까지의 힘(g/25mm)을 측정하고, 그 평균값을 180° 인장 박리력으로 하였다. After spreading, after 20 minutes, the end of the polarizing plate with the adhesive was peeled off and pulled out in the direction of 180 ° at a speed of 300 cm / min. It was set as the tensile peeling force.

(4)젖음성 (4) wettability

얻어진 점착제 조성물을 550mm 폭의 박리 처리한 폴리에스테르 필름(상품명; PET3811, 제조원; 린텍 가부시키가이샤)의 박리제층 상에 도공후, 90℃에서 4분간 건조시켜 두께 25μm의 점착제층을 형성하였다. 이 점착제층면에 500mm 폭의 폴리에스테르 필름(상품명; LUMIRROR 25, 제조원; 도레이 가부시키가이샤)을 맞붙여 온도 23℃, 습도 65%의 조건으로 7일간 숙성시켜 점착 시트를 얻었다. The obtained adhesive composition was dried on 90 degreeC for 4 minutes after coating on the peeling agent layer of the polyester film (brand name; PET3811, manufacturer; Lintec Co., Ltd.) of 550 mm width peeling, and formed the 25-micrometer-thick adhesive layer. A 500 mm-wide polyester film (trade name; LUMIRROR 25, manufactured by Toray Industries, Ltd.) was pasted to the pressure-sensitive adhesive layer surface and aged for 7 days under conditions of a temperature of 23 ° C. and a humidity of 65% to obtain an adhesive sheet.

얻어진 점착 시트를 30mm×150mm로 재단하여 시험편을 만들었다. 만든 시험편으로부터 박리 처리된 폴리에스테르 필름을 박리한 후, 노출된 점착제층을 외측으로 하여 시험편의 길이 방향의 양단이 최상부가 되도록 굽히고, 길이 방향의 양단을 1곳으로 통합하여 손가락으로 협지하였다. 시험편의 중앙부(굽혀 협지한 경우의 최하부)의 점착제층을 알칼리 유리판(아사히 가라스사 제)에 맞닿게 하여 손을 떼고, 시험편이 유리판 표면에 친화될 때까지의 시간을 측정하였다. The obtained adhesive sheet was cut out to 30 mm x 150 mm to make a test piece. After peeling the polyester film which carried out the peeling process from the test piece which was made, it bend | folded so that the both ends of the longitudinal direction of a test piece might be uppermost, with the exposed adhesive layer outside, and integrated the both ends of the longitudinal direction to one place, and pinched it with a finger. The pressure-sensitive adhesive layer at the center of the test piece (lowest part in the case of bending and sandwiching) was brought into contact with an alkali glass plate (manufactured by Asahi Glass Co., Ltd.) to remove the hand, and the time until the test piece was brought into affinity with the glass plate surface was measured.

실시예 2 Example 2

이온성 액체로서 1-부틸-3-메틸이미다졸륨테트라플루오로보레이트를 사용한 것 이외에는 실시예 1과 동일한 방법으로 점착제 조성물을 얻고, 실시예 1과 동일한 방법으로 상기 (1)～(4)의 항목에 대하여 평가하였다. A pressure-sensitive adhesive composition was obtained in the same manner as in Example 1 except that 1-butyl-3-methylimidazolium tetrafluoroborate was used as the ionic liquid, and in the same manner as in Example 1, the above-mentioned (1) to (4) The items were evaluated.

결과를 표 1에 나타내었다. The results are shown in Table 1.

실시예 3 Example 3

이온성 액체로서 트리옥틸메틸암모늄비스(트리플루오로메틸술포닐)이미드를 사용한 것 이외에는 실시예 1과 동일한 방법으로 점착제 조성물을 얻고, 실시예 1과 동일한 방법으로 상기 (1)～(4)의 항목에 대하여 평가하였다. A pressure-sensitive adhesive composition was obtained in the same manner as in Example 1 except that trioctylmethylammoniumbis (trifluoromethylsulfonyl) imide was used as the ionic liquid, and in the same manner as in Example 1, (1) to (4). The items of were evaluated.

결과를 표 1에 나타내었다. The results are shown in Table 1.

실시예 4Example 4

합성예 2에서 얻은 BA/2HEA 폴리머 용액을 사용하고, 이온성 액체로서 1-헥실-4-메틸피리디늄헥사플루오로포스페이트를 사용하고, 이소시아네이트 가교제로서 XDI를 0.30중량부 사용한 것 이외에는 실시예 1과 동일한 방법으로 점착제 조성물을 얻고, 실시예 1과 동일한 방법으로 상기 (1)～(4)의 항목에 대하여 평가하였다. The BA / 2HEA polymer solution obtained in Synthesis Example 2 was used, except that 1-hexyl-4-methylpyridinium hexafluorophosphate was used as the ionic liquid, and 0.30 parts by weight of XDI was used as the isocyanate crosslinking agent. The adhesive composition was obtained by the same method, and it evaluated about the item of said (1)-(4) by the method similar to Example 1.

결과를 표 1에 나타내었다. The results are shown in Table 1.

실시예 5 Example 5

합성예 2에서 얻은 BA/2HEA 폴리머 용액을 사용하고, 이온성 액체로서 1-옥틸-3-메틸이미다졸륨헥사플루오로포스페이트를 사용하고, 이소시아네이트 가교제로서 XDI를 0.30중량부 사용한 것 이외에는 실시예 1과 동일한 방법으로 점착제 조성물을 얻고, 실시예 1과 동일한 방법으로 상기 (1)～(4)의 항목에 대하여 평가하였다. Example 1, except that the BA / 2HEA polymer solution obtained in Synthesis Example 2 was used, 1-octyl-3-methylimidazolium hexafluorophosphate was used as the ionic liquid, and 0.30 parts by weight of XDI was used as the isocyanate crosslinking agent. The adhesive composition was obtained by the same method as the above, and the items of (1) to (4) were evaluated in the same manner as in Example 1.

결과를 표 1에 나타내었다. The results are shown in Table 1.

실시예 6 Example 6

합성예 2에서 얻은 BA/2HEA 폴리머 용액을 사용하고, 이온성 액체로서 1-헥 실-3-메틸이미다졸륨트리플루오로메탄술포네이트를 사용하고, 이소시아네이트 가교제로서 XDI를 0.30중량부 사용한 것 이외에는 실시예 1과 동일한 방법으로 점착제 조성물을 얻고, 실시예 1과 동일한 방법으로 상기 (1)～(4)의 항목에 대하여 평가하였다. A BA / 2HEA polymer solution obtained in Synthesis Example 2 was used, except that 1-hexyl-3-methylimidazolium trifluoromethanesulfonate was used as the ionic liquid, and 0.30 parts by weight of XDI was used as the isocyanate crosslinking agent. The adhesive composition was obtained by the method similar to Example 1, and the item of said (1)-(4) was evaluated by the method similar to Example 1.

결과를 표 1에 나타내었다. The results are shown in Table 1.

실시예 7 Example 7

합성예 3에서 얻은 BA/MA/4HBA 폴리머 용액을 사용한 것 이외에는 실시예 1과 동일한 방법으로 점착제 조성물을 얻고, 실시예 1과 동일한 방법으로 상기 (1)～(4)의 항목에 대하여 평가하였다. Except having used BA / MA / 4HBA polymer solution obtained in the synthesis example 3, the adhesive composition was obtained by the same method as Example 1, and the item (1)-(4) was evaluated by the same method as Example 1.

결과를 표 1에 나타내었다. The results are shown in Table 1.

실시예 8 Example 8

합성예 4에서 얻은 BA/MEA/4HBA 폴리머 용액을 사용한 것 이외에는 실시예 1과 동일한 방법으로 점착제 조성물을 얻고, 실시예 1과 동일한 방법으로 상기 (1)～(4)의 항목에 대하여 평가하였다. Except having used BA / MEA / 4HBA polymer solution obtained in the synthesis example 4, the adhesive composition was obtained by the same method as Example 1, and it evaluated about the item of said (1)-(4) by the same method as Example 1.

결과를 표 1에 나타내었다. The results are shown in Table 1.

실시예 9Example 9

합성예 5에서 얻은 BA/POA/4HBA 폴리머 용액을 사용한 것 이외에는 실시예 1과 동일한 방법으로 점착제 조성물을 얻고, 실시예 1과 동일한 방법으로 상기 (1)～(4)의 항목에 대하여 평가하였다. Except having used BA / POA / 4HBA polymer solution obtained in the synthesis example 5, the adhesive composition was obtained by the method similar to Example 1, and the item of said (1)-(4) was evaluated by the method similar to Example 1.

결과를 표 1에 나타내었다. The results are shown in Table 1.

실시예 10Example 10

합성예 6에서 얻은 BA/Bz/4HBA 폴리머 용액을 사용한 것 이외에는 실시예 1과 동일한 방법으로 점착제 조성물을 얻고, 실시예 1과 동일한 방법으로 상기 (1)～(4)의 항목에 대하여 평가하였다. Except having used BA / Bz / 4HBA polymer solution obtained in the synthesis example 6, the adhesive composition was obtained by the same method as Example 1, and it evaluated about the item of said (1)-(4) by the same method as Example 1.

결과를 표 1에 나타내었다. The results are shown in Table 1.

[비교예 1]Comparative Example 1

이온성 액체 대신 고체염인 1-에틸-3-메틸이미다졸륨헥사플루오로포스페이트 를 사용한 것 이외에는 실시예 1과 동일한 방법으로 점착제 조성물을 얻고, 실시예 1과 동일한 방법으로 상기 (1)～(4)의 항목에 대하여 평가하였다. A pressure-sensitive adhesive composition was obtained in the same manner as in Example 1, except that 1-ethyl-3-methylimidazolium hexafluorophosphate, which was a solid salt, was used instead of the ionic liquid. The items in 4) were evaluated.

결과를 표 1에 나타내었다. The results are shown in Table 1.

[비교예 2]Comparative Example 2

이온성 액체를 사용하지 않은 것 이외에는 실시예 1과 동일한 방법으로 점착제 조성물을 얻고, 실시예 1과 동일한 방법으로 상기 (1)～(4)의 항목에 대하여 평가하였다. Except not using an ionic liquid, the adhesive composition was obtained by the method similar to Example 1, and the item of said (1)-(4) was evaluated by the method similar to Example 1.

결과를 표 1에 나타내었다. The results are shown in Table 1.

[비교예 3] [Comparative Example 3]

1-헥실-4-메틸피리디늄비스(트리플루오로메틸술포닐)이미드를 2중량부에서 10중량부로 바꾼 것 이외에는 실시예 1과 동일한 방법으로 점착제 조성물을 얻고, 실시예 1과 동일한 방법으로 상기 (1)～(4)의 항목에 대하여 평가하였다. A pressure-sensitive adhesive composition was obtained in the same manner as in Example 1, except that 1-hexyl-4-methylpyridinium bis (trifluoromethylsulfonyl) imide was changed from 2 parts by weight to 10 parts by weight, and the same method as in Example 1 The items (1) to (4) were evaluated.

결과를 표 1에 나타내었다. The results are shown in Table 1.

[비교예 4][Comparative Example 4]

이온성 액체 대신 가소제인 디옥틸프탈레이트를 사용한 것 이외에는 실시예 1과 동일한 방법으로 점착제 조성물을 얻고, 실시예 1과 동일한 방법으로 상기 (1)～(4)의 항목에 대하여 평가하였다. An adhesive composition was obtained in the same manner as in Example 1 except that dioctylphthalate, which was a plasticizer, was used instead of the ionic liquid, and the items (1) to (4) were evaluated in the same manner as in Example 1.

결과를 표 1에 나타내었다. The results are shown in Table 1.

[비교예 5][Comparative Example 5]

합성예 7에서 얻은 BA/4HBA 폴리머 용액을 사용한 것 이외에는 실시예 1과 동일한 방법으로 점착제 조성물을 얻고, 실시예 1과 동일한 방법으로 상기 (1)～(4)의 항목에 대하여 평가하였다. Except having used BA / 4HBA polymer solution obtained in the synthesis example 7, the adhesive composition was obtained by the same method as Example 1, and it evaluated about the item of said (1)-(4) by the same method as Example 1.

결과를 표 1에 나타내었다. The results are shown in Table 1.

[비교예 6][Comparative Example 6]

합성예 8에서 얻은 BA/4HBA/AA 폴리머 용액을 사용한 것 이외에는 실시예 1과 동일한 방법으로 점착제 조성물을 얻고, 실시예 1과 동일한 방법으로 상기 (1)～(4)의 항목에 대하여 평가하였다. Except having used BA / 4HBA / AA polymer solution obtained in the synthesis example 8, the adhesive composition was obtained by the same method as Example 1, and it evaluated about the item of said (1)-(4) by the same method as Example 1.

결과를 표 1에 나타내었다. The results are shown in Table 1.

Figure 112008024624897-pct00001
Figure 112008024624897-pct00001

표 1로부터, 이온성 액체를 사용하지 않은 비교예 1, 2, 4에서는 고온 환경 하 또는 습열 환경 하에 있어서 점착제층이 유리 기판으로부터 벗겨지거나 들뜸이 발생하는 등의 접착 불량이 일어났음을 알 수 있다. 더욱이, 비교예 1, 2에서는 유리 기판과의 젖음성도 떨어졌다. From Table 1, it can be seen that in Comparative Examples 1, 2, and 4 without using the ionic liquid, adhesion failure such as peeling of the pressure-sensitive adhesive layer from the glass substrate or lifting occurred in a high temperature environment or a wet heat environment occurred. . Further, in Comparative Examples 1 and 2, the wettability with the glass substrate was also inferior.

한편, 이온성 액체를 사용한 비교예 3, 5, 6에서도 이온성 액체의 배합량 과다 또는 (메타)아크릴계 폴리머의 중량 평균 분자량 부족의 경우에는 고온 환경 하 및 습열 환경 하에서 접착 불량이 관찰되었고, (메타)아크릴계 폴리머의 원료인 카르복실기, 아미노기, 아미드기 중 적어도 하나를 함유하는 모노머량 과다의 경우에는 유리 기판과의 젖음성이 나쁜 데다가 고온 환경 하에서의 접착 불량이 발생하였음을 알 수 있다. 더욱이, 이온성 액체의 배합량이 과다한 경우에는 유리 기판과의 젖음성은 양호하지만 밀착성이 현저하게 떨어졌다. On the other hand, in Comparative Examples 3, 5, and 6 using an ionic liquid, in the case of an excessive blending amount of the ionic liquid or insufficient weight average molecular weight of the (meth) acrylic polymer, poor adhesion was observed under a high temperature environment and a wet heat environment. In the case of an excessive amount of monomer containing at least one of a carboxyl group, an amino group, and an amide group, which are raw materials of the acryl-based polymer, it can be seen that poor wettability with the glass substrate and poor adhesion in a high temperature environment have occurred. Moreover, when the compounding quantity of an ionic liquid was excessive, wettability with a glass substrate was favorable but adhesiveness fell remarkably.

이에 대하여 실시예 1～10은 고온 환경 하 및 습열 환경 하에서도 접착 불량은 관찰되지 않았으며, 뛰어난 내구성을 가지고 있어 유리 기판과의 젖음성 및 밀착성에 대해서도 뛰어난 것을 알 수 있다. On the other hand, in Examples 1 to 10, no adhesion failure was observed even under a high temperature environment and a wet heat environment. It has excellent durability, and it can be seen that also excellent in wettability and adhesion with a glass substrate.

본 발명은 액정 표시 장치의 제조, 특히 대형의 액정 표시 장치의 제조에 적합하게 적용된다. 따라서, 본 발명은 액정 표시 장치의 제조업에 특히 유용하다. This invention is suitably applied to manufacture of a liquid crystal display device, especially the manufacture of a large size liquid crystal display device. Therefore, the present invention is particularly useful in the manufacturing industry of liquid crystal display devices.

Claims (7)

(A) (a1) 수산기 함유 모노머와, (a2) 카르복실기, 아미노기, 아미드기 중 하나 이상을 함유하는 모노머와, (a3) 상기 (a1) 및 (a2) 이외의 치환 또는 무치환의 알킬(메타)아크릴레이트를 공중합하여 얻어진 중량 평균 분자량 100만 이상의 (메타)아크릴계 폴리머(단, (a2) 모노머의 주입량은 전체 모노머량의 0.5중량% 이하임) 100중량부에 대하여, (A) (a1) hydroxyl-containing monomer, (a2) monomer containing one or more of carboxyl group, amino group, and amide group, and (a3) substituted or unsubstituted alkyl other than (a1) and (a2). Per 100 parts by weight of a (meth) acrylic polymer having a weight average molecular weight of 1 million or more obtained by copolymerizing an acrylate (wherein the (a2) monomer injection amount is 0.5 wt% or less of the total monomer amount). (B) 상온에서 액체인 유기 용해염을 0.1～8중량부의 양으로, (B) 0.1 to 8 parts by weight of the organic dissolved salt as a liquid at room temperature, (C) 이소시아네이트계 가교제를 0.03～1중량부의 양으로 (C) Isocyanate type crosslinking agent in the quantity of 0.03-1 weight part 함유하여 이루어지고,Made of 상기 수산기 함유 모노머 (a1)은, 탄소수 2～18의 히드록시알킬기를 갖는 히드록시알킬(메타)아크릴레이트, 탄소수 2～18의 할로겐화 히드록시알킬기를 갖는 할로겐화 히드록시알킬(메타)아크릴레이트 및 알릴알코올로부터 선택되는 1종 또는 2종 이상이고,The hydroxyl group-containing monomer (a1) is a hydroxyalkyl (meth) acrylate having a hydroxyalkyl group having 2 to 18 carbon atoms, a halogenated hydroxyalkyl (meth) acrylate having a halogenated hydroxyalkyl group having 2 to 18 carbon atoms, and allyl 1 type or 2 or more types chosen from alcohol, 상기 모노머 (a2)는, 불포화 카르복실산, 디메틸아미노에틸(메타)아크릴레이트, 디에틸아미노에틸(메타)아크릴레이트, (메타)아크릴아미드, 디메틸(메타)아크릴아미드, 디에틸(메타)아크릴아미드 및 디메틸아미노프로필(메타)아크릴아미드로부터 선택되는 1종 또는 2종 이상이고,The said monomer (a2) is unsaturated carboxylic acid, dimethylaminoethyl (meth) acrylate, diethylaminoethyl (meth) acrylate, (meth) acrylamide, dimethyl (meth) acrylamide, diethyl (meth) acryl 1 type, or 2 or more types selected from amide and dimethylaminopropyl (meth) acrylamide, 상기 알킬(메타)아크릴레이트 (a3)는, 탄소수 1～18의 알킬기를 갖는 알킬(메타)아크릴레이트, 탄소수 3～18의 알콕시알킬기를 갖는 알콕시알킬(메타)아크릴레이트, 탄소수 6～20의 알콕시에틸렌글리콜 잔기를 갖는 알콕시에틸렌글리콜(메타)아크릴레이트, 탄소수 7～20의 아릴옥시알킬기를 갖는 아릴옥시알킬(메타)아크릴레이트, 페녹시폴리에틸렌글리콜(메타)아크릴레이트 및 탄소수 7～20의 아릴알킬기를 갖는 아릴알킬(메타)아크릴레이트로부터 선택되는 1종 또는 2종 이상인 것을 특징으로 하는 편광판용 점착제 조성물. The alkyl (meth) acrylate (a3) is an alkyl (meth) acrylate having an alkyl group having 1 to 18 carbon atoms, an alkoxyalkyl (meth) acrylate having an alkoxyalkyl group having 3 to 18 carbon atoms, and an alkoxy having 6 to 20 carbon atoms. Alkoxyethylene glycol (meth) acrylate having an ethylene glycol residue, Aryloxyalkyl (meth) acrylate having an aryloxyalkyl group having 7 to 20 carbon atoms, Phenoxypolyethylene glycol (meth) acrylate, and an arylalkyl group having 7 to 20 carbon atoms It is 1 type (s) or 2 or more types chosen from the aryl alkyl (meth) acrylate which has the adhesive composition for polarizing plates. 제 1 항에 있어서, 상기 (B) 상온에서 액체인 유기 용해염이 4차 질소 원자를 함유하는 탄소수 6～50의 양이온과 불소 원자 함유 음이온으로 이루어지는 오늄염인 것을 특징으로 하는 편광판용 점착제 조성물. The pressure-sensitive adhesive composition for polarizing plates according to claim 1, wherein the organic dissolved salt (B), which is a liquid at normal temperature, is an onium salt composed of a cation having 6 to 50 carbon atoms and a fluorine atom-containing anion. 제 2 항에 있어서, 상기 4차 질소 원자를 함유하는 탄소수 6～50의 양이온이 4차 암모늄 양이온, 이미다졸륨 양이온, 피롤리디늄 양이온, 피리디늄 양이온, 피페리디늄 양이온으로부터 선택되고, The cation having 6 to 50 carbon atoms containing the quaternary nitrogen atom is selected from quaternary ammonium cations, imidazolium cations, pyrrolidinium cations, pyridinium cations and piperidinium cations, 상기 불소 원자 함유 음이온이 비스(트리플루오로메틸술포닐)이미데이트 이온, 트리플루오로메탄술포네이트 이온, 테트라플루오로보레이트 이온, 또는 헥사플 루오로포스페이트 이온인 것을 특징으로 하는 편광판용 점착제 조성물. Said fluorine atom containing anion is bis (trifluoromethylsulfonyl) imidate ion, trifluoromethanesulfonate ion, tetrafluoroborate ion, or hexafluorophosphate ion, The adhesive composition for polarizing plates characterized by the above-mentioned. 제 3 항에 있어서, 상기 (a1) 모노머가 히드록시알킬(메타)아크릴레이트이고, 상기 (a3) 모노머가 알킬(메타)아크릴레이트이거나, 알킬(메타)아크릴레이트와 알콕시알킬(메타)아크릴레이트와의 조합이거나, 알킬(메타)아크릴레이트와 아릴옥시알킬(메타)아크릴레이트와의 조합이거나, 또는 알킬(메타)아크릴레이트와 아릴알킬(메타)아크릴레이트와의 조합이고, (a2) 모노머의 주입량이 0.2중량% 이하인 것을 특징으로 하는 편광판용 점착제 조성물. 4. The monomer of claim 3, wherein the monomer (a1) is hydroxyalkyl (meth) acrylate, and the monomer (a3) is alkyl (meth) acrylate or alkyl (meth) acrylate and alkoxyalkyl (meth) acrylate. Or a combination of alkyl (meth) acrylate and aryloxyalkyl (meth) acrylate, or a combination of alkyl (meth) acrylate and arylalkyl (meth) acrylate, and (a2) Injection amount is 0.2 weight% or less, The adhesive composition for polarizing plates characterized by the above-mentioned. 제 4 항에 있어서, 상기 알킬(메타)아크릴레이트가 n-부틸아크릴레이트를 함유하여 이루어지고, 상기 (메타)아크릴계 폴리머 (A)의 합성시의 상기 n-부틸아크릴레이트의 주입량이 전체 모노머량의 70중량% 이상을 차지하는 것을 특징으로 하는 편광판용 점착제 조성물. The said alkyl (meth) acrylate consists of n-butylacrylate, The injection amount of the said n-butylacrylate at the time of the synthesis | combination of the said (meth) acrylic-type polymer (A) is a total monomer amount of Claim 4 It occupies 70 weight% or more of the adhesive composition for polarizing plates. 제 1 항에 있어서, 상기 수산기 함유 모노머 (a1)은, 2-히드록시에틸(메타)아크릴레이트, 2-히드록시프로필(메타)아크릴레이트, 4-히드록시부틸(메타)아크릴레이트, 클로로-2-히드록시프로필(메타)아크릴레이트 및 알릴알코올로부터 선택되는 1종 또는 2종 이상이고,The hydroxyl group-containing monomer (a1) according to claim 1, wherein the hydroxyl group-containing monomer (a1) is 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, chloro- 1 type, or 2 or more types chosen from 2-hydroxypropyl (meth) acrylate and allyl alcohol, 상기 모노머 (a2)는, (메타)아크릴산, β-카르복시에틸아크릴레이트, 크로톤산, α-메틸크로톤산, α-에틸크로톤산, 이소크로톤산, 티글산, 안젤산, 푸마르산, 이타콘산, 말레산, 시트라콘산, 메사콘산, 글루타콘산, 히드로무콘산, 디메틸아미노에틸(메타)아크릴레이트, 디에틸아미노에틸(메타)아크릴레이트, (메타)아크릴아미드, 디메틸(메타)아크릴아미드, 디에틸(메타)아크릴아미드 및 디메틸아미노프로필(메타)아크릴아미드로부터 선택되는 1종 또는 2종 이상이고,The monomer (a2) is (meth) acrylic acid, β-carboxyethyl acrylate, crotonic acid, α-methylcrotonic acid, α-ethylcrotonic acid, isocrotonic acid, tiglic acid, angelic acid, fumaric acid, itaconic acid, male Acid, citraconic acid, mesaconic acid, glutamic acid, hydromuconic acid, dimethylaminoethyl (meth) acrylate, diethylaminoethyl (meth) acrylate, (meth) acrylamide, dimethyl (meth) acrylamide, di 1 type, or 2 or more types chosen from ethyl (meth) acrylamide and dimethylaminopropyl (meth) acrylamide, 상기 알킬(메타)아크릴레이트 (a3)는, 메틸(메타)아크릴레이트, 에틸(메타)아크릴레이트, n-프로필(메타)아크릴레이트, 이소프로필(메타)아크릴레이트, n-부틸(메타)아크릴레이트, 이소부틸(메타)아크릴레이트, 2-에틸헥실(메타)아크릴레이트, n-옥틸(메타)아크릴레이트, 이소옥틸(메타)아크릴레이트, 라우릴(메타)아크릴레이트, 스테아릴(메타)아크릴레이트, 시클로헥실(메타)아크릴레이트, 메톡시에틸(메타)아크릴레이트, 에톡시에틸(메타)아크릴레이트, 부톡시에틸(메타)아크릴레이트, 부톡시디에틸렌글리콜(메타)아크릴레이트, 메톡시트리에틸렌글리콜(메타)아크릴레이트, 페녹시에틸(메타)아크릴레이트, 페녹시폴리에틸렌글리콜(메타)아크릴레이트 및 벤질(메타)아크릴레이트로부터 선택되는 1종 또는 2종 이상인 것을 특징으로 하는 편광판용 점착제 조성물. The said alkyl (meth) acrylate (a3) is methyl (meth) acrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate, isopropyl (meth) acrylate, n-butyl (meth) acryl Rate, isobutyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, n-octyl (meth) acrylate, isooctyl (meth) acrylate, lauryl (meth) acrylate, stearyl (meth) Acrylate, cyclohexyl (meth) acrylate, methoxyethyl (meth) acrylate, ethoxyethyl (meth) acrylate, butoxyethyl (meth) acrylate, butoxydiethylene glycol (meth) acrylate, methoxy Pressure sensitive adhesive for polarizing plates, characterized in that one or two or more selected from triethylene glycol (meth) acrylate, phenoxyethyl (meth) acrylate, phenoxy polyethylene glycol (meth) acrylate, and benzyl (meth) acrylate.Composition. 편광판의 한쪽 면에 제 1 항 내지 제 6 항 중 어느 한 항에 기재된 편광판용 점착제 조성물로부터 얻어진 점착제층을 구비하여 이루어진 것을 특징으로 하는 점착제층을 구비한 편광판. One side of a polarizing plate was provided with the adhesive layer obtained from the adhesive composition for polarizing plates in any one of Claims 1-6, The polarizing plate provided with the adhesive layer characterized by the above-mentioned.
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EP1927871B1 (en) 2012-07-25
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